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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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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
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
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
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
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

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