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Merck

471429

Sigma-Aldrich

(S)-(−)-α-Amino-γ-butyrolactone hydrobromide

99%

Synonym(s):

L-Homoserine lactone hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2 · HBr
CAS Number:
Molecular Weight:
182.02
Beilstein:
3912375
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

99%

form

solid

optical activity

[α]20/D −21°, c = 1 in H2O

mp

225 °C (dec.) (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

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

Application

(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
Used to prepare pseudopeptide inhibitors for Ras farnesyl-protein transferase as well as selenomethionine.


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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves


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