364517
L-色氨酸甲酯 盐酸盐
98%, for peptide synthesis
别名:
(S)-Tryptophan methyl ester hydrochloride, H-(L)-Trp-OMe hydrochloride, L-(-)-Tryptophan methyl ester hydrochloride, Tryptophan methyl ester hydrochloride
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关于此项目
经验公式（希尔记法）:
C12H14N2O2 · HCl
化学文摘社编号:
分子量:
254.71
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
231-385-5
MDL number:
Beilstein/REAXYS Number:
4240280
产品名称
L-色氨酸甲酯 盐酸盐, 98%
InChI key
XNFNGGQRDXFYMM-PPHPATTJSA-N
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-;/m0./s1
SMILES string
Cl.COC(=O)[C@@H](N)Cc1c[nH]c2ccccc12
assay
98%
optical activity
[α]20/D +18°, c = 5 in methanol
reaction suitability
reaction type: solution phase peptide synthesis
mp
218-220 °C (lit.)
application(s)
peptide synthesis
Quality Level
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Application
L-色氨酸甲酯盐酸盐可用作制备以为物质的反应物：
- 通过与3,1-苯并恶嗪酮的酰化反应制备的 N-(2-氨基苯甲酰基)-L-色氨酸（二肽）的氨基草酰衍生物。
- 他达拉非（希爱力），其是一种5 型磷酸二酯酶（PDE5） 抑制剂。
- 异烟棒曲霉素C。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Bruno M Schiavi et al.
The Journal of organic chemistry, 67(3), 620-624 (2002-02-22)
A short and efficient total synthesis of isoroquefortine C, the 3,12-(Z)-isomer of roquefortine C, from L-tryptophan methyl ester hydrochloride and 4(5)-(hydroxy)methylimidazole hydrochloride is described.
Synthesis of tadalafil (Cialis) from L-tryptophan
Xiao Sen, et al.
Tetrahedron Asymmetry, 20(18), 2090-2096 (2009)
Synthesis of acyl derivatives of L-tryptophan containing residues of anthranilic and oxalic acids
Shemchuk LA, et al.
Russ. J. Org. Chem., 44(5), 693-696 (2008)
Christopher Jonathan Daraius Austin et al.
Amino acids, 39(2), 565-578 (2010-02-09)
The first step in the kynurenine pathway of tryptophan catabolism is the cleavage of the 2,3-double bond of the indole ring of tryptophan. In mammals, this reaction is performed independently by indoleamine 2,3-dioxygenase-1 (IDO1), tryptophan 2,3-dioxygenase (TDO) and the recently
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
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