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经验公式(希尔记法):
C4H7NO2 · HCl
化学文摘社编号:
分子量:
137.56
UNSPSC Code:
12352202
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-571-1
Beilstein/REAXYS Number:
3562187
MDL number:
产品名称
(S)-α-氨基-γ-丁内酯 盐酸盐, 97%
InChI key
XBKCXPRYTLOQKS-DFWYDOINSA-N
InChI
1S/C4H7NO2.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1
SMILES string
Cl.N[C@H]1CCOC1=O
assay
97%
form
powder or crystals
optical activity
[α]20/D −27.8°, c = 1 in H2O
mp
210-220 °C (dec.) (lit.)
application(s)
peptide synthesis
Quality Level
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Application
(S)-α-氨基-γ-丁内酯盐酸盐可用于:
- 作为制备氨基酮醇和β-氨基酸的前体。
- 通过与取代2-氯-N-苯乙酰胺和不同卤化物反应,制备N-酰化高丝氨酸内酯 (AHL) 类似物。
- 作为合成L-discadenine的原料。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Reaction of (S)-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and β-amino acid derivatives
Gundogdu O, et al.
Tetrahedron Asymmetry, 28(9), 1163-1168 (2017)
Design, synthesis and antibacterial evaluation of novel AHL analogues
Ren J, et al.
Bioorganic & Medicinal Chemistry Letters, 23(14), 4154-4156 (2013)
Natural products from social amoebae
Barnett R and Stallforth P
Chemistry?A European Journal , 24(17), 4202-4214 (2018)
L R Brunham et al.
The pharmacogenomics journal, 14(6), 555-563 (2014-05-28)
Differences in the frequency of pharmacogenomic variants may influence inter-population variability in drug efficacy and risk of adverse drug reactions (ADRs). We investigated the diversity of ∼ 4500 genetic variants in key drug-biotransformation and -response genes among three South East
Xuegui Bai et al.
Plant physiology, 158(2), 725-736 (2011-12-06)
N-Acyl-homoserine-lactones (AHLs) are bacterial quorum-sensing signaling molecules that regulate population density. Recent evidence demonstrates their roles in plant defense responses and root development. Hydrogen peroxide (H(2)O(2)), nitric oxide (NO), and cyclic GMP (cGMP) are essential messengers that participate in various
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