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Merck
CN

359793

Z-Lys-OH

98%

Synonym(s):

Nα-(Carbobenzyloxy)-L-lysine, Nα-Cbz-L-lysine, Nα-Z-L-Lysine

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About This Item

Linear Formula:
NH2(CH2)4CH(NHCOOCH2C6H5)COOH
CAS Number:
2212-75-1
Molecular Weight:
280.32
EC Number:
218-662-6
UNSPSC Code:
12352200
PubChem Substance ID:
24862109
Beilstein/REAXYS Number:
2153826
MDL number:
MFCD00038204

Key Documents

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InChI key

OJTJKAUNOLVMDX-LBPRGKRZSA-N

InChI

1S/C14H20N2O4/c15-9-5-4-8-12(13(17)18)16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)/t12-/m0/s1

SMILES string

NCCCC[C@H](NC(=O)OCc1ccccc1)C(O)=O

assay

98%

optical activity

[α]20/D −13±2°, c = 2 in 0.2 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

Application

Educt for the convenient preparation of L-α-aminoadipic acid.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC1601
BCBV0355
BCBP9800V
BCBJ3582V
BCBM1301V

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Jong-Woo Lim et al.
Advanced healthcare materials, 8(2), e1800953-e1800953 (2018-12-15)
Powerful adjuvants to augment vaccine efficacy with a less immunogenic vaccine system are in great demand. In this study, a novel squalene-based cationic poly(amino acid) adjuvant (CASq) that elicits both cellular (Th1) and humoral (Th2) immune responses is developed. CASq
Akifumi Kato et al.
Biochemical and biophysical research communications, 546, 35-39 (2021-02-10)
Most of the currently approved therapeutic antibodies are of the immunoglobulin gamma (IgG) κ isotype, leaving a vast opportunity for the use of IgGλ in medical treatments. The incorporation of designer amino acids into antibodies enables efficient and precise manufacturing
Kimiyasu Isobe et al.
Journal of bioscience and bioengineering, 104(3), 218-223 (2007-10-30)
An oxidase catalyzing conversion of N(alpha)-benzyloxycarbonyl-L-lysine (N(alpha)-Z-L-lysine) to N(alpha)-benzyloxycarbonyl-L-aminoadipate-delta-semialdehyde (N(alpha)-Z-L-AASA) was purified from Rhodococcus sp. AIU Z-35-1, and its properties were revealed. This enzyme catalyzed an oxidative deamination of the epsilon-amino group of N(alpha)-acyl-L-lysine and the alpha-amino group of N(epsilon)-acyl-L-lysine.
A S Bajkowski et al.
The Journal of biological chemistry, 258(3), 1650-1655 (1983-02-10)
Cathepsin B has been shown to catalyze the transfer of the N alpha-benzyloxycarbonyl-L-lysyl residue from the corresponding p-nitrophenyl ester substrate to water and dipeptide nucleophiles. These reactions occurred through the formation of an acyl-enzyme intermediate. The pH dependency of the
Kimiyasu Isobe et al.
Chemistry & biodiversity, 7(6), 1549-1554 (2010-06-22)
The enzymes responsible for the conversion of N(alpha)-[(benzyloxy)carbonyl]-D-lysine (N(alpha)-Z-D-lysine) to N(alpha)-Z-D-aminoadipic acid (N(alpha)-Z-D-AAA) by Rhodococcus sp. AIU Z-35-1 were identified. N(alpha)-Z-D-Lysine was first converted to N(alpha)-Z-D-aminoadipic delta-semialdehyde (N(alpha)-Z-D-AASA) by D-specific amino acid deaminase, whereas N(alpha)-Z-L-lysine was converted to N(alpha)-Z-L-AASA by
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