#METABOLOMICS WORKBENCH Cataldi_20210719_124736 DATATRACK_ID:2756 STUDY_ID:ST001879 ANALYSIS_ID:AN003039 PROJECT_ID:PR001185
VERSION             	1
CREATED_ON             	July 21, 2021, 6:56 am
#PROJECT
PR:PROJECT_TITLE                 	Proteomics reveals an increase in the abundance of glycolytic and ethanolic
PR:PROJECT_TITLE                 	fermentation enzymes in developing sugarcane culms during sucrose accumulation
PR:PROJECT_TYPE                  	Untargeted GC-MS
PR:PROJECT_SUMMARY               	GC-MS based approach studies on sugarcane (Saccharum spp) internode development.
PR:INSTITUTE                     	ESALQ-USP
PR:DEPARTMENT                    	Genetics
PR:LABORATORY                    	Laboratório Max Feffer de Genética de Plantas
PR:LAST_NAME                     	Cataldi
PR:FIRST_NAME                    	Thaís
PR:ADDRESS                       	Padua Dias Avenue, 11
PR:EMAIL                         	thais.cataldi@usp.br
PR:PHONE                         	1934294248
PR:FUNDING_SOURCE                	CAPES, FAPESP
#STUDY
ST:STUDY_TITLE                   	Proteomics reveals an increase in the abundance of glycolytic and ethanolic
ST:STUDY_TITLE                   	fermentation enzymes in developing sugarcane culms during sucrose accumulation
ST:STUDY_SUMMARY                 	Sugarcane is an economically important crop contributing to the world’s sugar
ST:STUDY_SUMMARY                 	and ethanol production with 80% and 40%, respectively. Metabolites from I5-4M
ST:STUDY_SUMMARY                 	and I9-4M were extracted from six biological samples of four-month-old plants.
ST:STUDY_SUMMARY                 	Following the removal of leaves, the internodes were identified and cut, and the
ST:STUDY_SUMMARY                 	bark removed, and the remaining tissue was immediately frozen in liquid
ST:STUDY_SUMMARY                 	nitrogen.
ST:INSTITUTE                     	ESALQ-USP
ST:DEPARTMENT                    	Genetics
ST:LABORATORY                    	Laboratório Max Feffer de Genética de Plantas
ST:LAST_NAME                     	Cataldi
ST:FIRST_NAME                    	Thais
ST:ADDRESS                       	Padua Dias Avenue, 11, Piracicaba, São Paulo, 13418-900, Brazil
ST:EMAIL                         	thais.cataldi@usp.br
ST:PHONE                         	+551934294248
#SUBJECT
SU:SUBJECT_TYPE                  	Plant
SU:SUBJECT_SPECIES               	Saccharum spp
#FACTORS
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ1colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ1colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ2colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ2colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ3colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ3colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ4colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ4colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ5colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ5colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	210514_IJ6colmo_1.cdf	Treatment:I5_4M	RAW_FILE_NAME=210514_IJ6colmo_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM1_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM1_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM2_1_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM2_1_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM3_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM3_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM4_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM4_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM5_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM5_1.cdf
SUBJECT_SAMPLE_FACTORS           	-	20210513_ColmIM6_1.cdf	Treatment:I9_4M	RAW_FILE_NAME=20210513_ColmIM6_1.cdf
#COLLECTION
CO:COLLECTION_SUMMARY            	Sugarcane internodes (I5 and I9) from 4 month-old plants were harvested and
CO:COLLECTION_SUMMARY            	frozen in liquid nitrogen.
CO:SAMPLE_TYPE                   	Plant
#TREATMENT
TR:TREATMENT_SUMMARY             	Sugarcane cultivar SP80-3280 was grown in greenhouse conditions, at Piracicaba,
TR:TREATMENT_SUMMARY             	São Paulo, Brazil (22°43’31’’S; 47°38’57’’W). Culms with one bud
TR:TREATMENT_SUMMARY             	were planted in plastic trays and after acclimatization for two months, nine
TR:TREATMENT_SUMMARY             	plants were transferred to 100 L plastic pots, containing soil (latosol). The
TR:TREATMENT_SUMMARY             	temperature in the greenhouse was automatically adjusted to 28ºC ± 1ºC and
TR:TREATMENT_SUMMARY             	12/12 h light/dark photoperiod. Plants were watered to maintain soil capacity
TR:TREATMENT_SUMMARY             	once a day, in the morning. Fertilizer was supplied once a week using a
TR:TREATMENT_SUMMARY             	commercial fertilizer (Plant Prod®, N 15: P2O5 15: K2O 30, Plant Products CO.
TR:TREATMENT_SUMMARY             	Canada) at the rate of 2 L per pot (4g/L). The replicates, distributed in a
TR:TREATMENT_SUMMARY             	randomized design, were harvest at 4 month-old. During harvest, leaves were
TR:TREATMENT_SUMMARY             	excised from the main culm and the internodes 5 and 9 from each plant, were
TR:TREATMENT_SUMMARY             	separated and peeled from the top towards the base. Each individual internode
TR:TREATMENT_SUMMARY             	was frozen in liquid nitrogen and kept at -80ºC. Six biological replicates from
TR:TREATMENT_SUMMARY             	each internode were harvested.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Metabolites from I5-4M and I9-4M were extracted from six biological samples of
SP:SAMPLEPREP_SUMMARY            	four-month-old plants. Following the removal of leaves, the internodes were
SP:SAMPLEPREP_SUMMARY            	identified and cut, and the bark removed (see supplementary figure S2), and the
SP:SAMPLEPREP_SUMMARY            	remaining tissue was immediately frozen in liquid nitrogen. Prior to metabolite
SP:SAMPLEPREP_SUMMARY            	extraction frozen internode tissue (100 mg) was grounded under liquid nitrogen
SP:SAMPLEPREP_SUMMARY            	using a vibration mill (MM 301 Retch GmbH & Co, Haan, Germany) set to a
SP:SAMPLEPREP_SUMMARY            	frequency of 30 Hz s-1 for 45 s, with pre-chilled holders and 3 mm tungsten
SP:SAMPLEPREP_SUMMARY            	beads. Internode metabolites were extracted by adding 500 μl of pre-chilled
SP:SAMPLEPREP_SUMMARY            	methanol (MeOH): chloroform (CHCl3): water (H20) (6:2:2 v/v/v). The extract was
SP:SAMPLEPREP_SUMMARY            	vortexed vigorously, sonicated at 40 Hz s-1 for 15 min and centrifuged at 14.000
SP:SAMPLEPREP_SUMMARY            	x g (Eppendorf Centrifuge 5415R) for 10 min at 4°C. The supernatant was
SP:SAMPLEPREP_SUMMARY            	filtered (Millipore filter PVDF 0.22 μm) and 100 μl of each sample was
SP:SAMPLEPREP_SUMMARY            	transferred to vials and evaporated until dryness. Samples were derivatized
SP:SAMPLEPREP_SUMMARY            	according to Gullberg et al. (2004) with 30 μl of methoxyamine hydrochloride
SP:SAMPLEPREP_SUMMARY            	(15 mg ml-1) in pyridine for 16 h at room temperature. The samples were
SP:SAMPLEPREP_SUMMARY            	trimethylsilylated by adding 30 μl of N-methyl-N- (trimethylsilyl)
SP:SAMPLEPREP_SUMMARY            	trifluoroacetamide (MSTFA) containing 1% trimethylchlorosilane (TMCS), the
SP:SAMPLEPREP_SUMMARY            	resulting mixture stand at room temperature for 1 h. After silylation, 30 μl of
SP:SAMPLEPREP_SUMMARY            	heptane was added. Stable isotope reference compounds [1 mg ml-1 each of
SP:SAMPLEPREP_SUMMARY            	(13C3)-myristic acid, (13C4)-palmitic acid and (2H4)-succinic acid] were added
SP:SAMPLEPREP_SUMMARY            	in samples prior to derivatization and used as external standard for quality
SP:SAMPLEPREP_SUMMARY            	control. Derivatized samples were analyzed according to Gullberg et al. (2004).
SP:SAMPLEPREP_SUMMARY            	Blank control samples and a series of n-alkanes (C12–C40), which allowed
SP:SAMPLEPREP_SUMMARY            	retention indices to be calculated (Schauer et al., 2005) were also used.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	One microliter of each derivatized sample was injected splitless into a gas
CH:CHROMATOGRAPHY_SUMMARY        	chromatograph 7890A (Agilent Technologies, Santa Clara, USA) coupled with a
CH:CHROMATOGRAPHY_SUMMARY        	Comb-xt Autosampler (Leap Technologies, Carrboro, USA). A 20m x 0.18 mm i.d. x
CH:CHROMATOGRAPHY_SUMMARY        	0.18 μm film thickness, DB5 GC capillary column (Agilent Technologies) was used
CH:CHROMATOGRAPHY_SUMMARY        	as the primary column and the secondary GC columns was a 0.69 m x 0.1 mm i.d. x
CH:CHROMATOGRAPHY_SUMMARY        	0.1 μm film thickness (Rxi-17 Restek, Bellefonte, USA). The injector
CH:CHROMATOGRAPHY_SUMMARY        	temperature was 280°C, the septum purge flow rate was 20 ml min-1 and the purge
CH:CHROMATOGRAPHY_SUMMARY        	was turned on after 60 s. The gas helium flow rate through the column was 1 ml
CH:CHROMATOGRAPHY_SUMMARY        	min-1, the column temperature was held at 80°C for 2 min, then increased by
CH:CHROMATOGRAPHY_SUMMARY        	15°C min-1 to 305°C, and held there for 10 min.
CH:CHROMATOGRAPHY_TYPE           	GC
CH:INSTRUMENT_NAME               	Agilent 7890A
CH:COLUMN_NAME                   	Agilent DB5 (20m x 0.18 mm i.d. x 0.18 μm)
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Leco Pegasus 4D GCxGC TOF
MS:INSTRUMENT_TYPE               	GC x GC-TOF
MS:MS_TYPE                       	EI
MS:ION_MODE                      	UNSPECIFIED
MS:MS_COMMENTS                   	The column effluent was introduced into the ion source of a GC×GC/TOF-MS
MS:MS_COMMENTS                   	(Pegasus 4D, Leco Corp., St. Joseph, USA). The transfer line and the ion source
MS:MS_COMMENTS                   	temperatures were 280 and 250°C, respectively. Ions were generated by a 70-eV
MS:MS_COMMENTS                   	electron beam at an ionization current of 2.0 mA, and 10 spectra s-1 were
MS:MS_COMMENTS                   	recorded in the mass range m/z 45–800. The ChromaTOF software v. 4.51 (Leco
MS:MS_COMMENTS                   	Corp., St. Joseph, USA) was used to perform baseline correction, deconvolution,
MS:MS_COMMENTS                   	peak detection, retention time alignment and library matching. NIST mass
MS:MS_COMMENTS                   	spectral library was used to metabolite identification. Multivariate (Partial
MS:MS_COMMENTS                   	least squares-discriminant analysis, PLS-DA) and univariate (t-test, FDR
MS:MS_COMMENTS                   	adjusted p ≤ 0.05) analysis were done in MetaboAnalyst 5.0 (Xia et al., 2015).
MS:MS_COMMENTS                   	To reduce systematic variance and to improve the performance for downstream
MS:MS_COMMENTS                   	statistical analysis data were log-transformed and auto-scaled prior to data
MS:MS_COMMENTS                   	analysis. Metabolites detected in at least three replicates in one group (I5 or
MS:MS_COMMENTS                   	I9) and not identified in any replicate of the other group were named
MS:MS_COMMENTS                   	“exclusive” metabolites.
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	relative intensity
MS_METABOLITE_DATA_START
Samples	210514_IJ1colmo_1.cdf	210514_IJ2colmo_1.cdf	210514_IJ3colmo_1.cdf	210514_IJ4colmo_1.cdf	210514_IJ5colmo_1.cdf	210514_IJ6colmo_1.cdf	20210513_ColmIM1_1.cdf	20210513_ColmIM2_1_1.cdf	20210513_ColmIM3_1.cdf	20210513_ColmIM4_1.cdf	20210513_ColmIM5_1.cdf	20210513_ColmIM6_1.cdf
Factors	Treatment:I5_4M	Treatment:I5_4M	Treatment:I5_4M	Treatment:I5_4M	Treatment:I5_4M	Treatment:I5_4M	Treatment:I9_4M	Treatment:I9_4M	Treatment:I9_4M	Treatment:I9_4M	Treatment:I9_4M	Treatment:I9_4M
β-Sitosterol trimethylsilyl ether	0.807588917	0.459023766	0.902992137	0.764491337	0.800048614	NA	NA	NA	NA	NA	NA	NA
L-Valine, N-(trimethylsilyl)-, trimethylsilyl ester	0.243264451	1.168240031	0.096797867	0.672792887	0.363177735	0.482940855	0.125485757	2.147433119	0.370523944	0.794396784	0.104593743	NA
Butanoic acid, 4-[(trimethylsilyl)oxy]-, trimethylsilyl ester	0.413766106	0.315482968	0.137496983	0.471004681	0.297188482	0.411261185	0.456690443	0.398500994	0.39896865	0.262208152	0.340261953	NA
Cyclopentene-3-carboxylic acid, 1-(trimethylsilyl)oxy-, methyl ester	NA	0.530326869	NA	0.693049352	0.186331022	0.464684499	NA	NA	NA	NA	NA	NA
L-Isoleucine, N-(trimethylsilyl)-, trimethylsilyl ester	NA	0.412618873	NA	0.059063485	0.042607682	0.14332277	0.078989405	0.606917961	0.171632827	0.209140674	0.031459222	NA
Butanoic acid, 4-[bis(trimethylsilyl)amino]-, trimethylsilyl ester	0.20686714	0.304443712	0.035482176	0.510370555	0.267561145	0.519892859	0.349063728	0.10692833	0.600328888	0.773346768	0.170425303	NA
Cadaverine, N,N,N',N'-tetrakis(trimethylsilyl)	NA	NA	NA	NA	NA	NA	0.058247762	NA	0.051193128	0.064464848	0.066840522	NA
β-Alanine, N,N-bis(trimethylsilyl)-, trimethylsilyl ester	1.54470495	0.509992555	0.264779509	0.591679814	0.451775105	0.495886446	0.556467097	0.717912387	0.428315533	0.421203151	0.375482457	NA
β-D-(+)-Mannopyranose, pentakis(trimethylsilyl) ether	119.1900378	53.82216955	173.3223892	NA	28.39238089	68.89274211	109.1258054	NA	NA	54.55290135	NA	191.3033544
β-D-Glucopyranose, 1,2,3,4,6-pentakis-O-(trimethylsilyl)-	NA	157.5517408	14.83297636	100.3763867	21.08298186	NA	NA	61.71973602	189.784838	44.46445675	147.6816157	NA
Serine, N,O-bis(trimethylsilyl)-, trimethylsilyl ester	0.12872779	1.161167559	0.109139154	0.81150899	0.42698503	0.606547334	0.541674005	3.121528213	0.684983482	1.17930325	0.194079513	NA
Piperidine, 1-[2,3,4,6-tetrakis-O-(trimethylsilyl)-β-d-glucopyranosyl]-	0.093909089	0.235731365	0.446712835	0.209399373	NA	NA	0.712969752	0.900223821	0.405916964	NA	0.776784811	NA
D-(+)-Talofuranose, pentakis(trimethylsilyl) ether (isomer 1)	NA	NA	NA	NA	NA	NA	29.71483354	NA	30.93175945	NA	14.68675844	NA
D-(-)-Lyxofuranose, tetrakis(trimethylsilyl) ether	0.22261622	0.042933835	0.906502327	NA	NA	NA	0.219115617	NA	9.383663462	NA	0.150542184	NA
2,5-Dimethoxymandelic acid, di-TMS	0.620792548	NA	0.443457708	0.77549867	0.049376851	NA	3.237326846	NA	0.080832462	0.066311989	1.878421439	0.061495042
Octadecane-1,2-diol, bis(trimethylsilyl) ether	NA	NA	NA	NA	NA	NA	0.394996229	0.112058797	0.268980559	NA	NA	0.332942223
Butanedioic acid, methylene-, bis(trimethylsilyl) ester	39.38960495	15.40175669	26.9026552	25.04143432	23.56062234	22.85611649	1.788689376	2.997469669	2.072237402	2.905311055	6.698421115	NA
L-Proline, 5-oxo-1-(trimethylsilyl)-, trimethylsilyl ester	1.713926888	2.861538466	0.968664968	3.944531026	2.147617305	2.025949072	2.250906946	2.540753862	1.202339853	1.889881252	0.995227688	NA
2-Piperidinecarboxylic acid, 1-(trimethylsilyl)-, trimethylsilyl ester	0.007794945	0.030546328	NA	0.158374643	0.114878652	0.114867632	NA	0.067186406	0.005565882	0.009024615	NA	NA
Propanoic acid, 3-[bis(trimethylsilyl)amino]-2-methyl-, trimethylsilyl ester	0.076178204	0.024428844	NA	0.034613897	0.012212875	0.022085769	0.037127876	0.062759823	0.015197806	0.031646038	0.013527861	NA
L-Tyrosine, N,O-bis(trimethylsilyl)-, trimethylsilyl ester	0.191918253	0.50632809	0.108927489	0.609496911	0.372212926	0.365844215	0.009214333	0.035769718	0.008907991	0.015048856	0.005105297	NA
(2-Ethoxyethoxy)acetic acid tms	NA	NA	NA	NA	NA	NA	NA	53.2347731	NA	6.96505804	NA	69.6659989
D-Erythro-Pentofuranose, 2-deoxy-1,3,5-tris-O-(trimethylsilyl)-	NA	NA	NA	NA	NA	NA	29.69157273	188.3134182	155.4040689	100.242023	115.6246539	22.16768738
Aucubin, hexakis(trimethylsilyl) ether	NA	NA	NA	NA	NA	NA	60.79449856	NA	6.843367879	64.15718802	NA	16.51197702
L-Asparagine, N,N2-bis(trimethylsilyl)-, trimethylsilyl ester	NA	5.655418904	NA	6.354122124	2.181458674	2.391951842	33.80226655	86.21377172	68.05383927	101.0438537	3.278140986	NA
3,6,9-Trioxa-2,10-disilaundecane, 2,2,10,10-tetramethyl-	77.77878818	NA	0.193595831	0.198089668	0.166336419	0.420175629	0.617374532	0.35476889	0.078944854	0.168427754	0.283954626	NA
Propanoic acid, 2-[(trimethylsilyl)oxy]-, trimethylsilyl ester	0.236562115	0.173077178	0.148672926	0.412659891	0.225278578	0.309334871	0.126850446	0.212892387	0.116899528	0.242889636	0.31414696	NA
Methylmaleic acid, bis(trimethylsilyl) ester	11.64556736	5.462207343	7.139015967	8.327786906	7.776475814	7.298552811	0.185726411	0.483700176	0.282788878	0.732376178	1.705540835	NA
Propanoic acid, 2,3-bis[(trimethylsilyl)oxy]-, trimethylsilyl ester	0.179470731	0.234308727	0.269880991	0.420616355	0.301334601	0.317752037	0.182896529	0.117525569	0.101557075	0.156430334	0.094645451	NA
D-(-)- Erythrofuranose, tris(trimethylsilyl) ether (isomer 2)	21.318564	46.78840317	121.3953726	NA	35.52481095	83.08652721	19.71946199	20.68670633	18.55807967	NA	79.20001785	55.86741682
1,5-Anhydro-D-sorbitol, tetrakis(trimethylsilyl) ether	50.46371423	NA	93.91340754	NA	NA	94.31405012	43.08829421	169.4497163	NA	22.58654372	55.01213016	NA
Mercaptoacetic acid, bis(trimethylsilyl)-	3.389719727	0.466475555	1.500376759	0.918490308	0.695461292	0.842420669	0.421694455	NA	0.215111107	0.21811039	0.418785374	0.615431699
L-Threonic acid, tris(trimethylsilyl) ether, trimethylsilyl ester	NA	NA	0.937058123	1.586944577	1.789644512	1.741637978	NA	NA	NA	NA	NA	NA
O,O,O'-Tris-trimethylsilylmalonate	NA	NA	NA	7.615466702	5.139596017	5.600051814	4.500072382	2.782913322	2.925150099	NA	NA	1.913004411
β-D-Glucopyranoside, methyl 4-O-methyl-2,3,6-tris-O-(trimethylsilyl)-	0.488767611	0.337280936	0.433876742	0.476647409	0.438191136	0.333132892	0.932967547	NA	0.784790776	1.013851194	0.5218732	NA
β-D-(+)-Xylopyranose, tetrakis(trimethylsilyl) ether	NA	NA	NA	NA	NA	NA	2.052049372	25.53579523	68.89359495	NA	1.641008331	NA
D-(-)-Fructopyranose, pentakis(trimethylsilyl) ether (isomer 2)	33.39533063	27.4057045	35.86600141	39.48726995	38.07950182	37.34835113	12.43759697	36.45519616	NA	NA	NA	42.9749667
β-D-(+)-Talopyranose, pentakis(trimethylsilyl) ether	80.93531887	0.399995154	0.367065722	155.1738349	NA	0.204815136	0.622160485	0.659489277	22.65668327	0.654980747	86.0305223	228.5097105
Mannose, 6-deoxy-2,3,4,5-tetrakis-O-(trimethylsilyl)-, L-	NA	0.858974512	NA	NA	1.920251438	2.164992255	1.622267114	1.084693619	1.038485497	NA	52.62086823	1.139838605
D-(+)-Galacturonic acid, O-pentakis(trimethylsilyl) deriv.	1.465563447	1.038072116	1.204684267	1.524935815	1.265172573	0.927943844	2.476531784	1.292368151	1.668552424	2.058990816	1.473192392	NA
D-Xylopyranose, 1,2,3,4-tetrakis-O-(trimethylsilyl)-	4.62352071	21.40518019	3.836999516	5.614399407	5.957512053	NA	NA	NA	NA	NA	NA	NA
D-Mannopyranose, 1,2,3,4-tetrakis-O-(trimethylsilyl)-, bis(trimethylsilyl) phosphate	0.894397947	0.625914853	NA	0.697114352	0.820836373	0.140763634	1.663556675	0.92318833	0.4036395	1.125439206	NA	NA
D-(-)-Tagatofuranose, pentakis(trimethylsilyl) ether (isomer 1)	NA	46.64809845	22.66361515	59.51561622	NA	NA	NA	62.29747412	47.94915293	8.819443364	NA	103.2293721
D-(-)-Fructofuranose, pentakis(trimethylsilyl) ether (isomer 1)	25.48786628	7.66763337	NA	36.40814938	NA	17.1233931	NA	NA	NA	NA	NA	NA
Uridine, 2',3',5'-tris-O-(trimethylsilyl)-	48.34126724	65.54927723	NA	NA	89.61633374	NA	66.61860559	NA	23.82459892	39.26059324	56.65580811	7.236282119
Cinnamic acid, p-(trimethylsiloxy)-, trimethylsilyl ester	NA	NA	NA	NA	NA	NA	0.409269821	0.454131328	0.109554814	0.285211152	0.087040279	NA
L-Aspartic acid, N-(trimethylsilyl)-, bis(trimethylsilyl) ester	0.25033073	2.724722142	0.450069599	3.19597307	1.544284301	1.53539903	1.782589026	2.644576524	1.53810858	2.702815866	0.466290268	NA
2H-Pyrrole-2-carboxylic acid, 1,5-dihydro-4-(tert-butyldimethylsilyl)oxy-1-trifluoroacetyl-, methyl ester	NA	NA	NA	NA	NA	NA	NA	0.033044344	0.047550494	NA	0.122777164	NA
D-Ribose, 2,3,4-tris-O-(trimethylsilyl)-, 5-[bis(trimethylsilyl) phosphate]	0.126623815	0.094997138	0.195083933	0.14313808	0.271182645	0.19560937	NA	NA	NA	NA	NA	NA
Stigmasterol trimethylsilyl ether	0.935595914	0.374002206	0.566985696	0.531853522	0.489677022	0.385784302	1.05124567	NA	0.432694908	0.483504745	0.448239416	0.805065449
Phenylpropanolamine, bis(trimethylsilyl)	4.26319428	64.78580789	84.52346188	99.71031939	135.2765959	236.4650832	NA	NA	NA	NA	NA	NA
1H-Indole-3-ethanamine, 6-fluoro-à-methyl-N,1-bis(trimethylsilyl)-	41.8857425	0.589454105	NA	NA	NA	0.569732717	NA	NA	NA	NA	NA	NA
L-Alanine, N-(trimethylsilyl)-, trimethylsilyl ester	24.44526996	65.64939936	NA	1.56493412	82.41979636	0.529958925	0.537751569	7.000746509	1.276239917	1.122323545	12.23801448	NA
Alanine, N-methyl-N-methoxycarbonyl-, undecyl ester	0.211517931	0.254810496	79.54109158	11.65738072	0.259391703	0.153588235	1.156117233	7.588910914	5.013959897	228.0703345	1.035716688	NA
Ribitol, 1,2,3,4,5-pentakis-O-(trimethylsilyl)-	110.6587758	81.33079398	0.808027291	135.1250262	171.0358613	139.3953805	257.3986449	39.66688067	164.3283944	74.20246785	116.5266156	19.24623721
Octadecanoic acid, trimethylsilyl ester	1.737434005	0.888269908	0.966072428	1.701999097	1.177725678	0.916812018	1.622350713	1.10902859	1.213793813	1.42636544	1.644038821	NA
N,O,O-Tris(trimethylsilyl)-L-threonine	0.042432903	1.909896192	0.522906686	0.656484861	0.423588867	0.477782931	0.291507097	2.131533653	0.451369075	0.761427092	0.176067466	NA
2,3,4-Trihydroxybutyric acid tetrakis(trimethylsilyl) deriv., (, (R*,R*)-)	1.976474201	0.653044934	NA	NA	NA	0.136483351	NA	NA	NA	NA	NA	NA
1-Propene-1,2,3-tricarboxylic acid, tris(trimethylsilyl) ester, (E)-	31.07396874	0.10682527	5.780077906	0.375108602	4.962660959	3.457947244	NA	NA	NA	NA	NA	NA
d-Mannose, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, o-methyloxyme, (1Z)-	NA	6.137962427	9.790228822	3.558005466	8.935605032	8.377860701	14.0049785	7.595427453	11.32758854	7.857548565	21.29564647	NA
d-Galactose, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, o-methyloxyme, (1Z)-	12.20448317	0.371346683	2.139857193	1.844199292	3.323432432	2.243708756	3.284669392	0.114855122	2.064025964	2.427404525	NA	NA
Myo-Inositol, 1,2,3,4,5,6-hexakis-O-(trimethylsilyl)-	16.90906549	12.46513391	15.12822806	10.70615547	4.297069124	6.823292793	3.689566399	2.65231991	1.771600708	7.225612731	2.794534649	10.4712552
1-Propene-1,2,3-tricarboxylic acid, tris(trimethylsilyl) ester, (Z)-	18.08958174	42.00757905	88.22718626	85.51300913	95.7315739	71.51299492	NA	8.260546273	NA	4.234631383	13.07293701	NA
Butanedioic acid, [(trimethylsilyl)oxy]-, bis(trimethylsilyl) ester	16.7514088	13.16840033	14.92288162	18.44620418	34.92116996	12.79346786	3.11360419	2.042522849	1.579235286	2.344908275	4.216226452	NA
Glycerol, tris(trimethylsilyl) ether	3.407471718	0.730071885	0.362645495	0.728652775	2.333000762	23.24189711	108.4049879	33.37862595	0.956933696	2.157146303	14.23728854	NA
Trimethylsilyl 3,4-bis(trimethylsiloxy)cinnamate	1.692608898	0.676079926	0.514665971	1.056518427	0.848677211	0.871992349	NA	NA	NA	NA	NA	NA
D-Gluconic acid, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, trimethylsilyl ester	1.240278242	1.79889507	0.280258815	4.853068328	2.336113793	2.43810514	2.20249561	2.622667163	1.059436478	4.024988	1.000844942	NA
9,12-Octadecadienoic acid (Z,Z)-, trimethylsilyl ester	1.096022875	1.348234492	0.934987834	2.217544831	1.170227812	1.33951871	NA	NA	NA	NA	NA	NA
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	Match	PubChem	KEGG
β-Sitosterol trimethylsilyl ether	Beta-Sitosterol	222284	C01753
L-Valine, N-(trimethylsilyl)-, trimethylsilyl ester	L-Valine	6287	C00183
Butanoic acid, 4-[(trimethylsilyl)oxy]-, trimethylsilyl ester	4-Hydroxybutyric acid	10413	C01991
Cyclopentene-3-carboxylic acid, 1-(trimethylsilyl)oxy-, methyl ester	NA	NA	NA
L-Isoleucine, N-(trimethylsilyl)-, trimethylsilyl ester	L-Isoleucine	6306	C00407
Butanoic acid, 4-[bis(trimethylsilyl)amino]-, trimethylsilyl ester	NA	NA	NA
Cadaverine, N,N,N',N'-tetrakis(trimethylsilyl)	Cadaverine	273	C01672
β-Alanine, N,N-bis(trimethylsilyl)-, trimethylsilyl ester	Beta-Alanine	239	C00099
β-D-(+)-Mannopyranose, pentakis(trimethylsilyl) ether	NA	NA	NA
β-D-Glucopyranose, 1,2,3,4,6-pentakis-O-(trimethylsilyl)-	NA	NA	NA
Serine, N,O-bis(trimethylsilyl)-, trimethylsilyl ester	NA	NA	NA
Piperidine, 1-[2,3,4,6-tetrakis-O-(trimethylsilyl)-β-d-glucopyranosyl]-	NA	NA	NA
D-(+)-Talofuranose, pentakis(trimethylsilyl) ether (isomer 1)	NA	NA	NA
D-(-)-Lyxofuranose, tetrakis(trimethylsilyl) ether	NA	NA	NA
2,5-Dimethoxymandelic acid, di-TMS	NA	NA	NA
Octadecane-1,2-diol, bis(trimethylsilyl) ether	NA	NA	NA
Butanedioic acid, methylene-, bis(trimethylsilyl) ester	Itaconic acid	811	C00490
L-Proline, 5-oxo-1-(trimethylsilyl)-, trimethylsilyl ester	Pyroglutamic acid	7405	C01879
2-Piperidinecarboxylic acid, 1-(trimethylsilyl)-, trimethylsilyl ester	NA	NA	NA
Propanoic acid, 3-[bis(trimethylsilyl)amino]-2-methyl-, trimethylsilyl ester	3-Aminoisobutanoic acid	64956	C05145
L-Tyrosine, N,O-bis(trimethylsilyl)-, trimethylsilyl ester	L-Tyrosine	6057	C00082
(2-Ethoxyethoxy)acetic acid tms	NA	NA	NA
D-Erythro-Pentofuranose, 2-deoxy-1,3,5-tris-O-(trimethylsilyl)-	NA	NA	NA
Aucubin, hexakis(trimethylsilyl) ether	Aucubin	348157	C09771
L-Asparagine, N,N2-bis(trimethylsilyl)-, trimethylsilyl ester	L-Asparagine	6267	C00152
3,6,9-Trioxa-2,10-disilaundecane, 2,2,10,10-tetramethyl-	NA	NA	NA
Propanoic acid, 2-[(trimethylsilyl)oxy]-, trimethylsilyl ester	L-Lactic acid	61503	C00186
Methylmaleic acid, bis(trimethylsilyl) ester	NA	NA	NA
Propanoic acid, 2,3-bis[(trimethylsilyl)oxy]-, trimethylsilyl ester	Glyceric acid	439194	C00258
D-(-)- Erythrofuranose, tris(trimethylsilyl) ether (isomer 2)	NA	NA	NA
1,5-Anhydro-D-sorbitol, tetrakis(trimethylsilyl) ether	NA	NA	NA
Mercaptoacetic acid, bis(trimethylsilyl)-	NA	NA	NA
L-Threonic acid, tris(trimethylsilyl) ether, trimethylsilyl ester	Threonic acid	151152	C01620
O,O,O'-Tris-trimethylsilylmalonate	Malonic acid	867	C04025
β-D-Glucopyranoside, methyl 4-O-methyl-2,3,6-tris-O-(trimethylsilyl)-	NA	NA	NA
β-D-(+)-Xylopyranose, tetrakis(trimethylsilyl) ether	NA	NA	NA
D-(-)-Fructopyranose, pentakis(trimethylsilyl) ether (isomer 2)	NA	NA	NA
β-D-(+)-Talopyranose, pentakis(trimethylsilyl) ether	NA	NA	NA
Mannose, 6-deoxy-2,3,4,5-tetrakis-O-(trimethylsilyl)-, L-	NA	NA	NA
D-(+)-Galacturonic acid, O-pentakis(trimethylsilyl) deriv.	NA	NA	NA
D-Xylopyranose, 1,2,3,4-tetrakis-O-(trimethylsilyl)-	D-Xylose	135191	C00181
D-Mannopyranose, 1,2,3,4-tetrakis-O-(trimethylsilyl)-, bis(trimethylsilyl) phosphate	NA	NA	NA
D-(-)-Tagatofuranose, pentakis(trimethylsilyl) ether (isomer 1)	NA	NA	NA
D-(-)-Fructofuranose, pentakis(trimethylsilyl) ether (isomer 1)	NA	NA	NA
Uridine, 2',3',5'-tris-O-(trimethylsilyl)-	Uridine	6029	C00299
Cinnamic acid, p-(trimethylsiloxy)-, trimethylsilyl ester	4-Hydroxycinnamic acid	637542	C00811
L-Aspartic acid, N-(trimethylsilyl)-, bis(trimethylsilyl) ester	L-Aspartic acid	5960	C00049
2H-Pyrrole-2-carboxylic acid, 1,5-dihydro-4-(tert-butyldimethylsilyl)oxy-1-trifluoroacetyl-, methyl ester	NA	NA	NA
D-Ribose, 2,3,4-tris-O-(trimethylsilyl)-, 5-[bis(trimethylsilyl) phosphate]	D-Ribose 5-phosphate	439167	C00117
Stigmasterol trimethylsilyl ether	NA	NA	NA
Phenylpropanolamine, bis(trimethylsilyl)	Phenylpropanolamine	26934	C02343
1H-Indole-3-ethanamine, 6-fluoro-à-methyl-N,1-bis(trimethylsilyl)-	NA	NA	NA
L-Alanine, N-(trimethylsilyl)-, trimethylsilyl ester	L-Alanine	5950	C00041
Alanine, N-methyl-N-methoxycarbonyl-, undecyl ester	NA	NA	NA
Ribitol, 1,2,3,4,5-pentakis-O-(trimethylsilyl)-	NA	NA	NA
Octadecanoic acid, trimethylsilyl ester	Stearic acid	5281	C01530
N,O,O-Tris(trimethylsilyl)-L-threonine	NA	NA	NA
2,3,4-Trihydroxybutyric acid tetrakis(trimethylsilyl) deriv., (, (R*,R*)-)	Erythronic acid	2781043	NA
1-Propene-1,2,3-tricarboxylic acid, tris(trimethylsilyl) ester, (E)-	trans-Aconitic acid	444212	C02341
d-Mannose, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, o-methyloxyme, (1Z)-	NA	NA	NA
d-Galactose, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, o-methyloxyme, (1Z)-	NA	NA	NA
Myo-Inositol, 1,2,3,4,5,6-hexakis-O-(trimethylsilyl)-	NA	NA	NA
1-Propene-1,2,3-tricarboxylic acid, tris(trimethylsilyl) ester, (Z)-	cis-Aconitic acid	643757	C00417
Butanedioic acid, [(trimethylsilyl)oxy]-, bis(trimethylsilyl) ester	Malic acid	525	C03668
Glycerol, tris(trimethylsilyl) ether	Glycerol	753	C00116
Trimethylsilyl 3,4-bis(trimethylsiloxy)cinnamate	Caffeic acid	1549111	C01481
D-Gluconic acid, 2,3,4,5,6-pentakis-O-(trimethylsilyl)-, trimethylsilyl ester	NA	NA	NA
9,12-Octadecadienoic acid (Z,Z)-, trimethylsilyl ester	Linoleic acid	5280450	C01595
METABOLITES_END
#END