Merck
All Photos(3)

T9753

Sigma-Aldrich

D-Tryptophan

≥98.0% (HPLC)

Synonym(s):
D-α-Amino-3-indolepropionic acid, (R)-2-Amino-3-(3-indolyl)propionic acid
Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
Molecular Weight:
204.23
Beilstein:
86198
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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.

Packaging

1, 5 g in glass bottle
100 mg in poly bottle
25 g in poly bottle
100 g in glass bottle

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.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T9753.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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
Application of D-Amino Acids as Biofilm Dispersing Agent in Dental Unit Waterlines
Ampornaramveth RS, et al.
International journal of dentistry, 2018(4954) (2018)
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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