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About This Item
Empirical Formula (Hill Notation):
C7H14N2O3
CAS Number:
Molecular Weight:
174.20
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
SMILES string
NC(CCCCNC=O)C(O)=O
InChI
1S/C7H14N2O3/c8-6(7(11)12)3-1-2-4-9-5-10/h5-6H,1-4,8H2,(H,9,10)(H,11,12)
InChI key
KLPJXDPPMSJWKI-UHFFFAOYSA-N
Biochem/physiol Actions
Nε-Formyl-L-lysine is an analogue of L-lysine used as a reference material in the detection of glycated lysine molecules generated by ribose, lactose and fructose Maillard reactions.
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Katrin Hasenkopf et al.
Journal of agricultural and food chemistry, 50(20), 5697-5703 (2002-09-19)
Proteins or poly-L-lysine which were incubated in the presence of ascorbic acid, dehydroascorbic acid (ascorbylation), or various sugars (glycation) were analyzed by gas chromatography-mass spectrometry (GC-MS). To also detect more labile reaction products, the Maillard modified proteins or poly-L-lysine were
F P Barry et al.
The Biochemical journal, 193(3), 737-742 (1981-03-01)
Kinetic studies were made of the hydrolysis by trypsin of alpha-N-acetylglycyl-L-lysine methyl ester and of its neutral analogue alpha-N-acetylglycyl-epsilon-N-formyl-L-lysine methyl ester. The latter substance is a moderately good substrate for trypsin, and this observation is discussed in terms of the
E Tyihák et al.
Journal of pharmaceutical and biomedical analysis, 3(4), 343-349 (1985-01-01)
From the reaction between l-lysine and formaldehyde, Nepsilon-formyl-L-lysine was isolated by means of ion-exchange column chromatography. The identification of Nepsilon-formyl-L-lysine was carried out by ion-exchange overpressured-layer chromatography (OPLC) and 1H NMR and 13C NMR spectroscopies. The m.p. and mixed m.p.
Bahar Edrissi et al.
Chemical research in toxicology, 30(8), 1572-1576 (2017-07-12)
Exposure to both endogenous and exogenous formaldehyde has been established to be carcinogenic, likely by virtue of forming nucleic acid and proteins adducts such as N
Bahar Edrissi et al.
PLoS genetics, 9(2), e1003328-e1003328 (2013-03-08)
Aberrant protein modifications play an important role in the pathophysiology of many human diseases, in terms of both dysfunction of physiological modifications and the formation of pathological modifications by reaction of proteins with endogenous electrophiles. Recent studies have identified a
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