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359793

Sigma-Aldrich

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
Beilstein/REAXYS Number:
2153826
EC Number:
218-662-6
MDL number:
MFCD00038204
UNSPSC Code:
12352200
PubChem Substance ID:
24862109

assay

98%

optical activity

[α]20/D −13±2°, c = 2 in 0.2 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

226-231 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

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

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

InChI key

OJTJKAUNOLVMDX-LBPRGKRZSA-N

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Application

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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.
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
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
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