2-Hydroxy-L-tryptophan

Basic Information

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CAS Number

21704-80-3

Molecular Formula

C11H12N2O3

Molecular Weight

220.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1=CC=C2C(=C1)C(=C(N2)O)CC(C(=O)O)N

InChI

InChI=1S/C11H12N2O3/c12-8(11(15)16)5-7-6-3-1-2-4-9(6)13-10(7)14/h1-4,8,13-14H,5,12H2,(H,15,16)/t8-/m0/s1

InChIKey

VAUYGGXCASQWHK-QMMMGPOBSA-N

LogP

0.8279000000000001

Topological Polar Surface Area

99.34 Å²

Hydrogen Bond Donor/Acceptor

5 / 5

Complexity

272

Synonyms & References

English

2-Hydroxy L-Tryptophan
2-hydroxytryptophane
2-HYDROXY-DL-TRYPTOPHAN
NS00073199
(2S)-2-amino-3-(2-hydroxy-1H-indol-3-yl)propanoic acid
PD059568
SCHEMBL471925
MFCD09841931
TCB9GM9U3X
Q27144826
2-HYDROXY-L-TRYPTOPHAN
2-Hydroxy-L-tryptophan (H-L-Trp(2-OH)-OH)
EN300-7539790
2-Hydroxy-Tryptophan
CHEBI:74690
(S)-2-Amino-3-(2-hydroxy-1H-indol-3-yl)propanoic acid
DTXSID00951604
2-Hydroxytryptophan [EP]
UNII-TCB9GM9U3X
Tryptophan impurity G [EP]
TRYPTOPHAN IMPURITY G [EP IMPURITY]
DB03679
N-ACETYLTRYPTOPHAN IMPURITY G [EP IMPURITY]
AKOS015853991
2-HYDROXYTRYPTOPHAN [EP IMPURITY]
21704-80-3
L-Tryptophan, 2-hydroxy-

MDL Number

MFCD09841931

FAQ

What are the physical and chemical properties of 2-Hydroxy-L-tryptophan (CAS: 21704-80-3)?

2-Hydroxy-L-tryptophan is a white to off-white powder, with a crystalline form. Its molecular weight is approximately 194.23 g/mol. It is slightly soluble in water and ethanol, and insoluble in organic solvents. This compound is not highly reactive under normal conditions but can undergo hydrolysis in basic media. It is stable under acidic conditions and should be stored in a cool, dry place away from direct sunlight.

How is 2-Hydroxy-L-tryptophan (CAS: 21704-80-3) typically synthesized?

2-Hydroxy-L-tryptophan can be synthesized by the reduction of L-tryptophylglycine, using hydrogen and a catalyst such as palladium on carbon. The reaction is performed under mild conditions and yields a product with high purity and selectivity. The process typically involves a one-step reaction, providing a yield of around 70-80% under optimal conditions.

What industries use 2-Hydroxy-L-tryptophan (CAS: 21704-80-3)?

2-Hydroxy-L-tryptophan is primarily used in the pharmaceutical industry for the production of certain drugs that require L-tryptophan derivatives. It is also used in the food industry as a flavor enhancer and in research laboratories for studying the biochemistry of tryptophan and its derivatives. Additionally, it has potential applications in the polymer and semiconductor industries.

What precautions should be taken when handling 2-Hydroxy-L-tryptophan (CAS: 21704-80-3)?

When handling 2-Hydroxy-L-tryptophan, it is recommended to use personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up with care, using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed information and specific handling guidelines.