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Merck
CN

364517

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C12H14N2O2 · HCl
CAS号:
分子量:
254.71
Beilstein:
4240280
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.22

product name

L-色氨酸甲酯 盐酸盐, 98%

质量水平

检测方案

98%

旋光性

[α]20/D +18°, c = 5 in methanol

反应适用性

reaction type: solution phase peptide synthesis

mp

218-220 °C (lit.)

应用

peptide synthesis

SMILES字符串

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

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

InChI key

XNFNGGQRDXFYMM-PPHPATTJSA-N

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应用

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。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Christine Böttcher et al.
Journal of experimental botany, 62(12), 4267-4280 (2011-05-06)
Nine Gretchen Hagen (GH3) genes were identified in grapevine (Vitis vinifera L.) and six of these were predicted on the basis of protein sequence similarity to act as indole-3-acetic acid (IAA)-amido synthetases. The activity of these enzymes is thought to
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)
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)
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

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