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96840

Sigma-Aldrich

H-Lys(Z)-OH

≥99.0% (NT), for peptide synthesis

Sinônimo(s):

Nε-Z-L-lysine, N6-Carbobenzyloxy-L-lysine

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About This Item

Fórmula linear:
C6H5CH2OOCNH(CH2)4CH(NH2)COOH
Número CAS:
1155-64-2
Peso molecular:
280.32
Beilstein:
2222482
Número CE:
214-585-7
Número MDL:
MFCD00002638
Código UNSPSC:
12352209
eCl@ss:
32160406
ID de substância PubChem:
57653788
NACRES:
NA.22

product name

H-Lys(Z)-OH, ≥99.0% (NT)

Ensaio

≥99.0% (NT)

forma

powder

atividade óptica

[α]20/D +15.5±1°, c = 1% in 1 M HCl

adequação da reação

reaction type: solution phase peptide synthesis

pf

259 °C (dec.) (lit.)

aplicação(ões)

peptide synthesis

cadeia de caracteres SMILES

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

chave InChI

CKGCFBNYQJDIGS-LBPRGKRZSA-N

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Descrição geral

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

Aplicação

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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.
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
J Zheng et al.
Biotechnology progress, 15(4), 763-767 (1999-08-12)
Microspheres were formed from blends of the biodegradable polymer poly(DL-lactic-co-glycolic acid) (PLGA) together with poly(epsilon-CBZ-L-lysine) (PCBZL) by a double-emulsification/solvent evaporation technique. The size of the microspheres formed by this method was dependent both on the total concentration of the polymers
Christopher D Reinkemeier et al.
Cell, 184(19), 4886-4903 (2021-08-26)
Engineering new functionality into living eukaryotic systems by enzyme evolution or de novo protein design is a formidable challenge. Cells do not rely exclusively on DNA-based evolution to generate new functionality but often utilize membrane encapsulation or formation of membraneless

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