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Merck
CN

359661

H-Lys(Boc)-OH

≥95%, for peptide synthesis

Synonym(s):

Nε-Boc-L-lysine

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About This Item

Linear Formula:
(CH3)3COCONH(CH2)4CH(NH2)COOH
CAS Number:
Molecular Weight:
246.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
2417626
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Product Name

H-Lys(Boc)-OH, ≥95%

Quality Level

assay

≥95%

form

powder

optical activity

[α]20/D +18°, c = 1 in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

250 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O

InChI

1S/C11H22N2O4/c1-11(2,3)17-10(16)13-7-5-4-6-8(12)9(14)15/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1

InChI key

VVQIIIAZJXTLRE-QMMMGPOBSA-N

General description

H-Lys(Boc)-OH also known as Nε-Boc-L-lysine, is commonly used in solution phase peptide synthesis.

Application

H-Lys(Boc)-OH can be used to prepare pentafluorophenyl esters which further used to synthesize β-peptides.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Solution phase synthesis of beta-peptides using micro reactors
P Watts
Tetrahedron, 58, 5427-5439 (2002)
Ognyan K Argirov et al.
Biochimica et biophysica acta, 1620(1-3), 235-244 (2003-02-22)
Proteins are subject of posttranslational modification by sugars and their degradation products in vivo. The process is often referred as glycation. L-Dehydroascorbic acid (DHA), an oxidation product of L-ascorbic acid (vitamin C), is known as a potent glycation agent. A
April Case et al.
Analytical biochemistry, 338(2), 237-244 (2005-03-05)
Tissue transglutaminase (TGase) is a Ca(2+)-dependent enzyme that catalyzes cross-linking of intracellular proteins through a mechanism that involves isopeptide bond formation between Gln and Lys residues. In addition to its transamidation activity, TGase can bind guanosine 5'-triphosphate (GTP) and does



Global Trade Item Number

SKUGTIN
359661-5G04061831813333