2-((S)-4-amino-4-carboxybutylamino)-4-((S)-5-amino-5-carboxypentyl)-1H-imidazo[4,5-b]pyridin-4-ium trifuoroacetic acid salt | CAS 124505-87-9

Element: carboxybutylamino trifuoroacetic carboxypentyl imidazo pyridin amino amino acid salt

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C-S » Chemicals » amino-carboxybutylamino-amino-carboxypentyl-imidazo-pyridin-ium-trifuoroacetic-acid-salt-PX1828603

Identification

2-((S)-4-amino-4-carboxybutylamino)-4-((S)-5-amino-5-carboxypentyl)-1H-imidazo[4,5-b]pyridin-4-ium trifuoroacetic acid salt

CAS:

124505-87-9

EINECS:

Molecular Formula:

C₁₇H₂₆ N₆ O₄

MDL:

Synonym:

(2s)-2-amino-6-[8-[[(4s)-4-amino-4-carboxy-butyl]amino]-2,7,9-triazabicyclo[4.3.0]nona-3,5,7,9-tetraen-2-yl]hexanoic acid ; 4h-imidazo(4,5-b)pyridine-4-hexanoic acid, alpha-amino-2-((4-amino-4-carboxybutyl)amino)-, (s-(r*,r*))- ; 2-((s)-4-acetamido-4-carboxybutylamino)-4-((s)-5-acetamido-5-carboxypentyl)-3h-imidazo[4,5-b]pyridin-4-ium 2,2,2-trifluoroacetate ; 4h-imidazo[4,5-b]pyridine-4-hexanoicacid, a-amino-2-[(4-amino-4-carboxybutyl)amino]-,[s-(r*,r*)]- ; pentosidine ; pentosidine 2,2,2-trifluoroacetate ; 4h-imidazo[4,5-b]pyridine-4-hexanoicacid, a-amino-2-[[(4s)-4-amino-4-carboxybutyl]amino]-,(as)- ; 4h-imidazo(4,5-b)pyridine-4-hexanoic acid, alpha-amino-2-(((4s)-4-amino-4-carboxybutyl)amino)-, (alphas)- ; pentosidine. tfa salt

Description

Maillard reaction product (MRP) are indicators for heat treatment of food. They are used as marker of the nutritional quality of food. In pentosidine arginine and lysine have been crosslinked by a pentose. It is used as marker in aging and diseases. The fluorescence properties of the crosslink makes it easily detectable via UV in HPLC. References: Sell, D.R. and Monnier, V.M. J. Biol. Chem. 1989; 264: 21597-21602. Sell, D.R. and Monnier, V.M. J. Clin. Invest. 1990; 85: 380-384. Grandhee, S.K. and Monnier, V.M. J. Biol. Chem. 1991; 266: 11649-11653. Dyer, D.G. et al. J. Biol. Chem. 1991; 266: 11654-11660. Miyata, T. et al. Proc. Natl. Acad. Sci. USA 1996; 93: 2353-2358. Henle, T. et al. Z. Lebensm Unters Forsch A. 1997; 204: 95-98. Sell, D.R. et al. Mech. Ageing Dev. 1998; 105: 221-240. Chellan, P. and Nagaraj, R.H. J. Biol. Chem. 2001; 276: 3895-3903. Slowik-Zylka, D. et al. J. Biochem. Biophys. Methods 2004; 61: 313-329.

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Pentosidine

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Pentosidine (TFA salt)

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Properties for 2-((S)-4-amino-4-carboxybutylamino)-4-((S)-5-amino-5-carboxypentyl)-1H-imidazo[4,5-b]pyridin-4-ium trifuoroacetic acid salt

Molecular Weight:

378.43 g·mol−1

Density:

1.47 g/cm3

Melting point:

323.40° C (Predicted)

Boiling point:

655.6°C at 760 mmHg

Flash point:

350.3°C

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