CAS 153-94-6 D-Tryptophan - Catalysts / Alfa Chemistry

Synonyms

BDBM50043799; DTR; AC-24064; InChI=1/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-/m1/s; Jsp003000; CHEMBL292303; H-delta-TRP-oh; D-Trp-OH; 53T946; D-(+)-Tryptophan;

IUPAC Name

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

Molecular Weight

204.229g/mol

Molecular Formula

C11H12N2O2;

Canonical SMILES

C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N;

InChI

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-/m1/s1;

InChI Key

QIVBCDIJIAJPQS-SECBINFHSA-N;

Melting Point

527 to 540 ° F (NTP, 1992);282-85 dec °C;282-85°C;

Solubility

1 to 5 mg/mL at 75° F (NTP, 1992);

Complexity

245

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

EC Number

205-819-9

Exact Mass

204.09g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

204.09g/mol

NSC Number

97942

Rotatable Bond Count

Topological Polar Surface Area

79.1A^2

UNII

7NS97N9H1G

Application

D-Tryptophan, the D-form of the amino acid tryptophan, serves a unique role distinct from its stereoisomer, L-tryptophan. It is primarily utilized in human embryonic kidney (HEK-293) cell culture, providing a pivotal tool for biological research. Unlike L-tryptophan, which is incorporated into structural and enzyme proteins, D-Tryptophan does not form part of protein structures but rather finds use as a sweetener in scientific studies. Specifically, it aids in examining the release of incretins from enteroendocrine cells when activated by sugars, offering insights into cellular responses that are not triggered by sweeteners. Presenting as a white crystalline powder, D-Tryptophan is slightly soluble in water and demonstrates different solubility properties compared to strong acids, ethanol, and other organic solvents. Notably similar in physical and chemical properties to L-tryptophan except for optical activity, D-Tryptophan plays a significant role in the understanding of human and animal growth, development, and metabolism.

December 01, 2024

Crucial for Cell Culture Research

I've successfully used Alfa Chemistry's D-Tryptophan in HEK-293 cell culture studies. Its role in testing incretin release is impactful, offering reliability in research. A must-have for consistent, high-quality results in cell studies!