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Key Documents

859095

Sigma-Aldrich

Nα-Acetyl-L-lysine methyl ester hydrochloride

98%

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About This Item

Linear Formula:
H2N(CH2)4CH(NHCOCH3)CO2CH3·HCl
CAS Number:
Molecular Weight:
238.71
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

optical activity

[α]22/D −18°, c = 10 in 6 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

108-114 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@H](CCCCN)NC(C)=O

InChI

1S/C9H18N2O3.ClH/c1-7(12)11-8(9(13)14-2)5-3-4-6-10;/h8H,3-6,10H2,1-2H3,(H,11,12);1H/t8-;/m0./s1

InChI key

PCHGTXYLEAQWOM-QRPNPIFTSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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H Nakayama et al.
Journal of immunological methods, 140(1), 119-125 (1991-06-24)
Antibodies directed against advanced glycosylation end products (AGEs) formed during a Maillard reaction have been generated and characterized. Since protein-bound AGEs recognized by the antibodies were labile to acid hydrolysis, the antibodies were further characterized by using the AGE-alpha-acetyl-L-lysine methyl
S J George et al.
Journal of vascular research, 38(5), 492-501 (2001-09-19)
The focus of this study was identification of the contribution of the plasminogen activator-plasmin system to smooth muscle cell proliferation and migration in human saphenous vein. Segments of human saphenous vein were grown in organ culture for up to 14
Xiaoyun Xu et al.
Journal of the American Chemical Society, 130(2), 703-709 (2007-12-18)
The reaction between N(alpha)-acetyllysine methyl ester (Lys) and 2'-deoxyguanosine (dGuo) was used to study structural aspects of DNA-protein cross-link (DPC) formation. The precise structure of DPCs depended on the nature of the oxidant and cross-linking reactions in which a series
P K Anonick et al.
Arteriosclerosis and thrombosis : a journal of vascular biology, 12(6), 708-716 (1992-06-01)
alpha-N-acetyl-L-lysine methyl ester (NALME) is a lysine analogue that reportedly binds to low-affinity lysine binding sites in plasmin(ogen) and miniplasmin(ogen). In the studies presented here, we show that NALME has antifibrinolytic activity; however, unlike the therapeutic agents epsilon-amino-n-caproic acid (epsilon
Sarah J George et al.
Journal of vascular research, 42(3), 247-254 (2005-05-05)
The effect of activation of endogenous transforming growth factor-beta (TGF-beta) on smooth muscle cell apoptosis was assessed in human saphenous vein. Segments of human saphenous vein, obtained at the time of bypass graft surgery, were cultured for 14 days. During

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