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Merck
CN

471429

Sigma-Aldrich

(S)-(-)-α-氨基-γ-丁内酯 氢溴酸盐

99%

别名:

L-高丝氨酸内酯 氢溴酸盐

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About This Item

经验公式(希尔记法):
C4H7NO2 · HBr
CAS号:
分子量:
182.02
Beilstein:
3912375
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

99%

表单

solid

旋光性

[α]20/D −21°, c = 1 in H2O

mp

225 °C (dec.) (lit.)

官能团

ester

储存温度

2-8°C

SMILES字符串

Br[H].N[C@H]1CCOC1=O

InChI

1S/C4H7NO2.BrH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1

InChI key

MKLNTBLOABOJFZ-DFWYDOINSA-N

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应用

制备用于法尼基蛋白转移酶 以及硒代甲硫氨酸 的假肽抑制剂。
(S)-(-)-α-Amino-γ-butyrolactone hydrobromide may be used as a building block to prepare:
  • β-ketoamide N-acylated-L-homoserine lactones (AHLs) as quorum sensing molecules
  • p-coumaroyl-HSL (homoserine lactone)
  • calpain and lipid peroxidation inhibitors

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Novel dual inhibitors of calpain and lipid peroxidation.
Auvin S, et al.
Bioorganic & Medicinal Chemistry Letters, 14(14), 3825-3828 (2004)
A new class of homoserine lactone quorum-sensing signals.
Schaefer AL, et al.
Nature, 454(7204), 595-599 (2008)
Koch, T. Buchardt, O.
Synthesis, 1065-1065 (1993)
Robust routes for the synthesis of N-acylated-L-homoserine lactone (AHL) quorum sensing molecules with high levels of enantiomeric purity.
Hodgkinson JT, et al.
Tetrahedron Letters, 52(26), 3291-3294 (2011)
S L Graham et al.
Journal of medicinal chemistry, 37(6), 725-732 (1994-03-18)
Inhibitors of Ras farnesyl-protein transferase are described. These are reduced pseudopeptides related to the C-terminal tetrapeptide of the Ras protein that signals farnesylation. Deletion of the carbonyl groups between the first two residues of the tetrapeptides either preserves or improves

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