Milk Composition Database: Showing metabocard for L-Tryptophan (BMDB0000929)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:38:43 UTC

Update Date

2020-06-04 21:21:54 UTC

MCDB ID

BMDB0000929

Secondary Accession Numbers

BMDB00929

Metabolite Identification

Common Name

L-Tryptophan

Description

L-Tryptophan, also known as Trp or W, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. L-Tryptophan exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. L-Tryptophan exists in all living species, ranging from bacteria to humans. L-Tryptophan participates in a number of enzymatic reactions, within cattle. In particular, L-Tryptophan can be converted into n'-formylkynurenine; which is catalyzed by the enzyme tryptophan 2,3-dioxygenase. In addition, L-Tryptophan and tetrahydrobiopterin can be converted into 5-hydroxy-L-tryptophan and 4a-hydroxytetrahydrobiopterin through the action of the enzyme tryptophan 5-hydroxylase 1. In cattle, L-tryptophan is involved in the metabolic pathway called the tryptophan metabolism pathway. L-Tryptophan is a potentially toxic compound. L-Tryptophan has been found to be associated with several diseases known as pancreatic cancer, tryptophanuria with dwarfism, crohn's disease, and alzheimer's disease; also l-tryptophan has been linked to the inborn metabolic disorders including hartnup disease.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-3-(1H-indol-3-yl)propanoic acid	ChEBI
(S)-alpha-Amino-1H-indole-3-propanoic acid	ChEBI
(S)-alpha-Amino-beta-(3-indolyl)-propionic acid	ChEBI
(S)-Tryptophan	ChEBI
L-(-)-Tryptophan	ChEBI
L-beta-3-Indolylalanine	ChEBI
Trp	ChEBI
Tryptophan	ChEBI
W	ChEBI
(2S)-2-Amino-3-(1H-indol-3-yl)propanoate	Generator
(S)-a-Amino-1H-indole-3-propanoate	Generator
(S)-a-Amino-1H-indole-3-propanoic acid	Generator
(S)-alpha-Amino-1H-indole-3-propanoate	Generator
(S)-Α-amino-1H-indole-3-propanoate	Generator
(S)-Α-amino-1H-indole-3-propanoic acid	Generator
(S)-a-Amino-b-(3-indolyl)-propionate	Generator
(S)-a-Amino-b-(3-indolyl)-propionic acid	Generator
(S)-alpha-Amino-beta-(3-indolyl)-propionate	Generator
(S)-Α-amino-β-(3-indolyl)-propionate	Generator
(S)-Α-amino-β-(3-indolyl)-propionic acid	Generator
L-b-3-Indolylalanine	Generator
L-Β-3-indolylalanine	Generator
(-)-Tryptophan	HMDB
(L)-Tryptophan	HMDB
(S)-1H-Indole-3-alanine	HMDB
(S)-2-Amino-3-(3-indolyl)propionic acid	HMDB
(S)-a-Amino-b-indolepropionate	HMDB
(S)-a-Amino-b-indolepropionic acid	HMDB
(S)-a-Aminoindole-3-propionate	HMDB
(S)-a-Aminoindole-3-propionic acid	HMDB
(S)-alpha-Amino-beta-indolepropionate	HMDB
(S)-alpha-Amino-beta-indolepropionic acid	HMDB
(S)-alpha-Aminoindole-3-propionate	HMDB
(S)-alpha-Aminoindole-3-propionic acid	HMDB
1-beta-3-Indolylalanine	HMDB
1beta-3-Indolylalanine	HMDB
1H-Indole-3-alanine	HMDB
2-Amino-3-indolylpropanoate	HMDB
2-Amino-3-indolylpropanoic acid	HMDB
3-(1H-indol-3-yl)-L-Alanine	HMDB
3-indol-3-Ylalanine	HMDB
Alpha'-amino-3-indolepropionic acid	HMDB
alpha-Aminoindole-3-propionic acid	HMDB
Ardeytropin	HMDB
H-TRP-OH	HMDB
Indole-3-alanine	HMDB
Kalma	HMDB
L-alpha-Amino-3-indolepropionic acid	HMDB
L-alpha-Aminoindole-3-propionic acid	HMDB
L-Tryptofan	HMDB
L-Tryptophane	HMDB
Lopac-T-0254	HMDB
Lyphan	HMDB
Optimax	HMDB
Pacitron	HMDB
Sedanoct	HMDB
Triptofano	HMDB
Trofan	HMDB
Tryptacin	HMDB
Tryptan	HMDB
Tryptophane	HMDB
Tryptophanum	HMDB
Ardeydorm	HMDB
L Tryptophan	HMDB
L-Tryptophan-ratiopharm	HMDB
Merck brand OF tryptophan	HMDB
Niddapharm brand OF tryptophan	HMDB
ICN brand OF tryptophan	HMDB
Levotryptophan	HMDB
PMS Tryptophan	HMDB
PMS-Tryptophan	HMDB
Ratiopharm brand OF tryptophan	HMDB
Esparma brand OF tryptophan	HMDB
Ratio-tryptophan	HMDB
L Tryptophan ratiopharm	HMDB
Naturruhe	HMDB
Tryptophan metabolism alterations	HMDB
Ardeypharm brand OF tryptophan	HMDB
Kalma brand OF tryptophan	HMDB
Pharmascience brand OF tryptophan	HMDB
Upsher-smith brand OF tryptophan	HMDB
Ratio tryptophan	HMDB

Chemical Formula

C₁₁H₁₂N₂O₂

Average Molecular Weight

204.2252

Monoisotopic Molecular Weight

204.089877638

IUPAC Name

(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid

Traditional Name

L-tryptophan

CAS Registry Number

73-22-3

SMILES

N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1

InChI Key

QIVBCDIJIAJPQS-VIFPVBQESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
3-alkylindole
Indole
Aralkylamine
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

proteinogenic amino acid (CHEBI:16828 )
L-alpha-amino acid (CHEBI:16828 )
tryptophan (CHEBI:16828 )
erythrose 4-phosphate/phosphoenolpyruvate family amino acid (CHEBI:16828 )
Common amino acids (C00078 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-1.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.54	ChemAxon
pKa (Strongest Basic)	9.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.11 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.2 m³·mol⁻¹	ChemAxon
Polarizability	21.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0udi-0190000000-feaec8547634dddcad8c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0udi-0390000000-45a6c4fd79081597d44a	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0udi-0290000000-34f7274f31a4cb321a0b	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0fk9-9270000000-9761607cbe821f87f172	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-001i-0900000000-3faeed7ad32e1755c03c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-0290000000-9c57a732e337fade3cb6	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-0900000000-d054a214c1717940989f	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-0290000000-9860799c854e5c9ac1c7	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0190000000-feaec8547634dddcad8c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0390000000-45a6c4fd79081597d44a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0290000000-34f7274f31a4cb321a0b	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-QQ (Non-derivatized)	splash10-0udi-3729000000-86129db57aaf1a245f93	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0fk9-9270000000-9761607cbe821f87f172	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-0900000000-3faeed7ad32e1755c03c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-0290000000-9c57a732e337fade3cb6	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0560-4900000000-fa932bc4cffed0ca66b7	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9560000000-6829a8b2a2096883999f	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0290602010-c09c931538bff74ac400	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-0900000000-0fed327c2a56f556e04c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0090000000-98ec1c2c012e58eab924	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0090000000-fc77784da5d9b288d751	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0290601010-d6f94902c0cf639cb7bc	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-0900000000-27633a4f7ecfac45c730	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0090000000-ee6cb8392b2e8d644bc1	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0090000000-d81c86eceee1c9824b02	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0190000000-0e8b883dc8ab06c89d77	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0uxu-2940000000-cb35b9680612e19d8b3a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-014i-2900000000-7cc592351cc616b1d75f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-014i-1900000000-987615a0add5eb2c3169	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-014i-1900000000-f150d9d1e19c72d337a8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0uxr-2960000000-f4c878f3abb1609bb5c5	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0090000000-c73c9b49139319c80b18	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0gb9-0930000000-da94834297fcc5b3d3c5	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0900000000-94061fd1f6b08445cdf3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0900000000-e78172f4f27df232466e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0900000000-93406e2cdb79770abc7d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0190000000-0e8b883dc8ab06c89d77	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0uxu-2940000000-cb35b9680612e19d8b3a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-2900000000-5187dac98dbd6834d6ba	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-1900000000-987615a0add5eb2c3169	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-014i-1900000000-174bb4d4390c75ae9a09	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0900000000-0fed327c2a56f556e04c	2017-09-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)	Not Available	2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	Not Available	2021-10-10	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Not Available	2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	2012-12-05	View Spectrum

Concentrations

Status	Value	Reference	Details
Detected and Quantified	1 - 5 uM	PMID: 20338431	details
Detected and Quantified	2301 uM	Fooddata+, T...	details
Detected and Quantified	2301 uM	Fooddata+, T...	details
Detected and Quantified	2301 uM	Fooddata+, T...	details
Detected and Quantified	2301 uM	Fooddata+, T...	details
Detected and Quantified	2252 uM	Fooddata+, T...	details
Detected and Quantified	2252 uM	Fooddata+, T...	details
Detected and Quantified	2252 uM	Fooddata+, T...	details
Detected and Quantified	3 +/- 1 uM	PMID: 30994344	details
Detected and Quantified	3 +/- 2 uM	PMID: 30994344	details
Detected and Quantified	3 +/- 2 uM	PMID: 30994344	details
Detected and Quantified	3 +/- 1 uM	PMID: 30994344	details
Detected and Quantified	2.0 +/- 0.1 uM	PMID: 30994344	details
Detected and Quantified	2.0 +/- 0.1 uM	PMID: 30994344	details
Detected and Quantified	2.18 +/- 0.02 uM	PMID: 30994344	details
Detected and Quantified	2.1 +/- 0.1 uM	PMID: 30994344	details
Detected and Quantified	3.2 +/- 1.1 uM	PMID: 23931703	details
Detected and Quantified	2 +/- 1 uM	PMID: 23931703	details

External Links

HMDB ID

HMDB0000929

DrugBank ID

DB00150

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16828

References

Synthesis Reference

Amir-Heidari, Bagher; Thirlway, Jenny; Micklefield, Jason. Stereochemical course of tryptophan dehydrogenation during biosynthesis of the calcium-dependent lipopeptide antibiotics. Organic Letters (2007), 9(8), 1513-1516.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. [PubMed:20338431 ]
Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
Klein MS, Almstetter MF, Nurnberger N, Sigl G, Gronwald W, Wiedemann S, Dettmer K, Oefner PJ: Correlations between milk and plasma levels of amino and carboxylic acids in dairy cows. J Proteome Res. 2013 Nov 1;12(11):5223-32. doi: 10.1021/pr4006537. Epub 2013 Aug 23. [PubMed:23931703 ]
Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. [PubMed:29291809 ]
A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
Fooddata+, The Technical University of Denmark (DTU) [Link]

Showing metabocard for L-Tryptophan (BMDB0000929)

Structure for BMDB0000929 (L-Tryptophan)