364509
D-Tryptophan methyl ester hydrochloride
98%
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About This Item
Empirical Formula (Hill Notation):
C12H14N2O2 · HCl
CAS Number:
Molecular Weight:
254.71
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI
1S/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/m1./s1
SMILES string
Cl.COC(=O)[C@H](N)Cc1c[nH]c2ccccc12
InChI key
XNFNGGQRDXFYMM-HNCPQSOCSA-N
assay
98%
optical activity
[α]20/D −18°, c = 5 in methanol
reaction suitability
reaction type: solution phase peptide synthesis
mp
213-216 °C (lit.)
application(s)
peptide synthesis
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Comment on "Reduced cytotoxic function of effector CD8+ T cells is responsible for indoleamine 2,3-dioxygenase-dependent immune suppression".
Rikke Baek Sørensen et al.
Journal of immunology (Baltimore, Md. : 1950), 183(10), 6040-6040 (2009-11-06)
Richard M Dunham et al.
AIDS research and human retroviruses, 29(2), 207-214 (2012-08-29)
Even in the setting of maximally suppressive antiretroviral therapy (ART), HIV persists indefinitely. Several mechanisms might contribute to this persistence, including chronic inflammation and immune dysfunction. In this study, we have explored a preclinical model for the evaluation of potential
Hajime J Yuasa et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 157(1), 10-15 (2010-04-20)
1-D-methyltryptophan (D-1MT) is an effective anti-cancer agent in mouse tumour models. It has been suggested to be a selective inhibitor of the recently described tryptophan-degrading enzyme indoleamine 2,3-dioxygenase 2 (IDO2) rather than the closely related enzyme IDO1. We found that
F C Popp et al.
Transplant immunology, 20(1-2), 55-60 (2008-09-03)
The induction of tolerance towards allogeneic solid organ grafts is one of the major goals in transplantation medicine. Mesenchymal stem cells (MSC) inhibit the immune response in vitro, and thus are promising candidate cells to promote acceptance of transplanted organs
Haiyan Sun et al.
The Journal of biological chemistry, 283(32), 22233-22243 (2008-06-14)
To better understand the structural and functional roles of tryptophan at the membrane/water interface in membrane proteins, we examined the structural and functional consequences of Trp --> 1-methyl-tryptophan substitutions in membrane-spanning gramicidin A channels. Gramicidin A channels are miniproteins that
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