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T9753

Sigma-Aldrich

D-Tryptophan

≥98.0% (HPLC)

Synonym(s):

(R)-2-Amino-3-(3-indolyl)propionic acid, D-α-Amino-3-indolepropionic acid

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
153-94-6
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86198
EC Number:
205-819-9
MDL number:
MFCD00005647
UNSPSC Code:
12352103
PubChem Substance ID:
24900598
NACRES:
NA.32

product name

D-Tryptophan, ≥98.0% (HPLC)

biological source

synthetic (organic)

assay

≥98.0% (HPLC)

form

powder

technique(s)

cell culture | embryo: suitable
cell culture | mammalian: suitable

color

white to off-white

mp

282-285 °C (dec.) (lit.)

SMILES string

N[C@H](Cc1c[nH]c2ccccc12)C(O)=O

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

Gene Information

human ... GRINA(2907)
mouse ... GRINA(66168)
rat ... GRINA(266668)

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General description

Tryptophan is one of the essential and standard amino acids present in the body. It is used by the cells to produce proteins.

Application

D-Tryptophan has been used to study its efficacy on dispersing biofilm in dental unit waterlines (DUWLs) in vitro.
D-Tryptophan can be used for Human embryonic kidney cell (HEK-293, ATCC: CRL-1573) culture.The product is a sweetener used to study the release of incretins from enteroendocrine cells triggered by sugar but not by sweeteners.

Biochem/physiol Actions

Low level of D-tryptophan is capable of preventing the growth of an L-tryptophan-requiring mutant of the E. coli.

Other Notes

Unnatural isomer of tryptophan.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Action of D-Tryptophan on E. coli
Hatanaka M
Nature, 204(4954), 202-203 (1964)
Yu Sakurai et al.
Molecular pharmaceutics, 17(4), 1397-1404 (2020-02-25)
Peptide modification is a popular strategy for developing an active targeting lipid nanoparticle (LNP). In modifying the surface of an LNP with a peptide, the sequence and structure of the peptide strongly affects the formation of the LNP. Specifically, a
Fangjie Zheng et al.
Electrophoresis, 40(16-17), 2218-2226 (2019-04-27)
Establishing a simple and accurate method for Hg2+ detection is of great importance for the environment and human health. In this work, platinum nanoparticles (Pt NPs) with different capped agents and morphologies were synthesized. It was found that Pt NPs
Shi Xuan Leong et al.
ACS nano, 15(1), 1817-1825 (2021-01-06)
Chiral differentiation is critical in diverse fields ranging from pharmaceutics to chiral synthesis. While surface-enhanced Raman scattering (SERS) offers molecule-specific vibrational information with high detection sensitivity, current strategies rely on indirect detection using additional selectors and cannot exploit SERS' key
C F Morris et al.
Plant physiology, 88(2), 435-440 (1988-10-01)
An endogenous germination inhibitor(s) in wheat (Triticum aestivum L.) grain has been implicated in seed dormancy and germination, but its identity and mode of action have not been elucidated. We isolated and identified an endogenous germination inhibitor in white wheat
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