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Sigma-Aldrich

DL-α-Amino-ε-caprolactam hydrochloride

≥99.0%

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Synonym(s):
(±)-3-Aminohexahydro-2H-azepin-2-one hydrochloride, 3-Amino-2-oxohexamethyleneimine hydrochloride, DL-Lysine lactam hydrochloride
Empirical Formula (Hill Notation):
C6H12N2O · HCl
CAS Number:
Molecular Weight:
164.63
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥99.0%

storage temp.

2-8°C

SMILES string

Cl[H].NC1CCCCNC1=O

InChI

1S/C6H12N2O.ClH/c7-5-3-1-2-4-8-6(5)9;/h5H,1-4,7H2,(H,8,9);1H

InChI key

LWXJCGXAYXXXRU-UHFFFAOYSA-N

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Application

DL-α-Amino-ε-caprolactam hydrochloride may be used to prepare the optically active forms of DL-α-amino-ε-caprolactam. It may be used for the enzymatic synthesis of L-lysine by new microbial strains.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Conversion of d-and dl-a-amino-e-caprolactam into l-lysine using both yeast cells and bacterial cells.
Fukumura T.
Agricultural and Biological Chemistry, 41(8), 1327-1330 (1977)
K Plhácková et al.
Folia microbiologica, 27(6), 382-389 (1982-01-01)
The production of L-lysine from DL-alpha-amino-epsilon-caprolactam (DL-ACL) by new strains producing L-alpha-amino-epsilon-caprolactamase and aminocaprolactam racemase is described. Optimal conditions for hydrolysis of L-ACL by Cryptococcus sp. and for racemization of ACL by cells of a strain isolated in nature and

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