Fructosyl-lysine dihydrochloride

Fructosyl-lysine (Fructoselysine) dihydrochloride is an amadori glycation product from the reaction of glucose and lysine by the Maillard reaction. Fructosyl-lysine dihydrochloride is the precursor to glucosepane, a lysine–arginine protein cross-link that can be an indicator in diabetes detection.

Product information

CAS Number: 96192-35-7

Molecular Weight: 381.25

Formula: C12H26Cl2N2O7

Chemical Name: (2S)-2-amino-6-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}hexanoic acid; bis(chlorohydrogen)

Smiles: Cl.Cl.N[C@@H](CCCCNCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO)C(O)=O

InChiKey: IRMWZZYDQZCJMX-YXZYLYLNSA-N

InChi: InChI=1S/C12H24N2O7.2ClH/c13-7(12(20)21)3-1-2-4-14-5-8(16)10(18)11(19)9(17)6-15;;/h7,9-11,14-15,17-19H,1-6,13H2,(H,20,21);2*1H/t7-,9+,10+,11+;;/m0../s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Fructosyl-lysine dihydrochloride (5 mM; 0.5 hours) catalyzes the ATP-dependent conversion of [14C]fructoselysine to anionic products suggesting the existence of a fructoselysine-kinase activity in E .coli extracts. Fructosyl-lysine dihydrochloride (100 μM; 1 hour) contains a carbohydrate moiety and appears to be phosphorylated, it can be converted to glucose 6-phosphate in bacterial extracts in E .coli extracts. Fructosyl-lysine dihydrochloride (25 mM; 25 hours) lets E. coli growth at a rate of about one-third of that observed with glucose as a carbon source. Lysine itself does not support growth in the absence of other carbon source and does not affect the growth observed with glucose.

In Vivo:

Fructosyl-lysine dihydrochloride and AGE residues is increased markedly in glomeruli, retina, sciatic nerve, and plasma protein in diabetic rats.

References:

1. Rabbani N, et al. Hidden complexities in the measurement of fructosyl-lysine and advanced glycation end products for risk prediction of vascular complications of diabetes. Diabetes. 2015 Jan;64(1):9-11.
2. Karachalias N, et al. Accumulation of fructosyl-lysine and advanced glycation end products in the kidney, retina and peripheral nerve of streptozotocin-induced diabetic rats. Biochem Soc Trans. 2003 Dec;31(Pt 6):1423-5.

Products are for research use only. Not for human use.