Skip to Content
Merck
All Photos(1)

Documents

96840

Sigma-Aldrich

H-Lys(Z)-OH

≥99.0% (NT), for peptide synthesis

Sign Into View Organizational & Contract Pricing

Synonym(s):
Nε-Z-L-lysine, N6-Carbobenzyloxy-L-lysine
Linear Formula:
C6H5CH2OOCNH(CH2)4CH(NH2)COOH
CAS Number:
Molecular Weight:
280.32
Beilstein:
2222482
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (NT)

form

powder

optical activity

[α]20/D +15.5±1°, c = 1% in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

259 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](CCCCNC(=O)OCc1ccccc1)C(O)=O

InChI

1S/C14H20N2O4/c15-12(13(17)18)8-4-5-9-16-14(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

CKGCFBNYQJDIGS-LBPRGKRZSA-N

Looking for similar products? Visit Product Comparison Guide

General description

H-Lys(Z)-OH also known as N6-carbobenzyloxy-L-lysine, commonly used as a reagent in the synthesis of peptides.

Application

H-Lys(Z)-OH serves as a reactant for the synthesis of various peptides such as boc-Glu(OBzl)-Lys(Z)-OH and tert-butyl-6-(((benzyloxy)carbonyl)amino)-2-bromohexanoate. Additionally, it is used in the Fuchs-Farthing method to synthesize lysine NCA, which is a block copolymer.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Boc-Lys(Fmoc)-OH ≥99.0% (sum of enantiomers, TLC)

Sigma-Aldrich

15435

Boc-Lys(Fmoc)-OH

Poly (ethylene glycol)-b-poly (lysine) copolymer bearing nitroaromatics for hypoxia-sensitive drug delivery
T Thambi
Acta Biomaterialia, 29, 261-270 (2016)
Preparation of protected peptide intermediates for a synthesis of the ovine pituitary growth hormone sequence 96-135
SS Wang
The Journal of Organic Chemistry, 40, 1227-1234 (1975)
Synthesis and characterization of pH-sensitive, biotinylated MRI contrast agents and their conjugates with avidin
SM Vibhute
Organic & Biomolecular Chemistry, 11, 1294-1305 (2013)
J Zheng et al.
Biotechnology progress, 16(2), 254-257 (2000-04-08)
Poly(epsilon-CBZ-L-lysine) can be mixed with biodegradable polymers such as poly(D,L-lactic-co-glycolic acid) or poly(L-lactic acid) and formed into films, foams, or microspheres. Surface amino groups may then be deprotected with acid or lithium/liquid ammonia. The amino groups serve as a method
R L Hanson et al.
Applied microbiology and biotechnology, 37(5), 599-603 (1992-08-01)
Biotransformations were developed to oxidize N epsilon-carbobenzoxy(CBZ)-L-lysine and to reduce the product keto acid to L-CBZ-oxylysine. Lysyl oxidase (L-lysine: O2 oxidoreductase, EC 1.4.3.14) from Trichoderma viride was relatively specific for L-lysine and had very low activity with N epsilon-substituted derivatives.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service