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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:
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 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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Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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