Structural Formula Vector Image
Title: TCEP
CAS Registry Number: 5961-85-3
CAS Name: 3,3¢,3¢¢-Phosphinidynetrispropanoic acid
Additional Names: tris(2-carboxyethyl)phosphine
Molecular Formula: C9H15O6P
Molecular Weight: 250.19
Percent Composition: C 43.21%, H 6.04%, O 38.37%, P 12.38%
Literature References: Disulfide reducing agent. Prepn: M. M. Rauhut et al., J. Am. Chem. Soc. 81, 1103 (1959); and mechanism: J. A. Burns et al., J. Org. Chem. 56, 2648 (1991). Use as a reducing agent in measurement of redox activity: M. Neuburger et al., Eur. J. Biochem. 267, 2882 (2000); in determn of aminothiols: J. Krijt et al., Clin. Chem. 47, 1821 (2001); in protein sequencing: T.-Y. Yen et al., J. Mass Spectrom. 37, 15 (2002); B. P. English et al., J. Am. Chem. Soc. 124, 4995 (2002).
Derivative Type: Hydrochloride
CAS Registry Number: 51805-45-9
Properties: Odorless, air-stable, white crystalline solid. mp 176°. uv max: 192, 218 nm (e 150, 180 L mol-1 cm-1). Water soluble. pKa 7.66. When pH of dilute solutions is less than pKa, air oxidation occurs slowly.
Melting point: mp 176°
pKa: pKa 7.66
Absorption maximum: uv max: 192, 218 nm (e 150, 180 L mol-1 cm-1)
Use: Biochemical tool for selective reduction of disulfide bridges at low pH; reductant for redox assays.

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