D-Biotin

• Catalog No.: Bio-0023
• CAS Number: 58-85-5
• M. F.: C10H16N2O3S
• M. W.: 244.31064

SYNONYMS

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• Synonyms: Vitamin B 7; Vitamin H; Coenzyme R

DATABASE IDS

• CAS Number: 58-85-5

PROPERTIES

• Application(s): Additive for cosmetic and feedstuffs
• Application(s): Bacterial growth factor for ""egg white injury""
• Biological Source: Occurs in yeast, eggs and liver. Also prod. by various other microorganisms and isol. from various higher plant sources, e.g. maize seedlings, leaves of Raphanus sativus
• Mechanism of Action: Cofactor responsible for carbon dioxide transfer

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 809C, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 1, 1317C, (nmr)
• Harris, S.A. et al., J.A.C.S., 1944, 66, 1756, (synth, resoln)
• Jansen, A.B.A. et al., J.C.S., 1962, 4909; 1964, 1530, (-Biotin)
• Trotter, J. et al., Biochemistry, 1966, 5, 713, (cryst struct, abs config)
• Green, N.M. et al., J.C.S.(C), 1970, 1330, (cd, ord)
• De Titta, G.T. et al., J.A.C.S., 1976, 98, 1920, (cryst struct)
• Marx, M. et al., J.A.C.S., 1977, 99, 6754, (synth, bibl)
• Ohrui, H. et al., Agric. Biol. Chem., 1978, 42, 865, (synth)
• Vasilevskis, J. et al., J.A.C.S., 1978, 100, 7423, (synth, bibl)
• Uskokovic, M.R., Kirk-Othmer Encycl. Chem. Technol., 3rd edn., Wiley, 1978, 24, 41, (rev)
• Baggiolini, E.G. et al., J.A.C.S., 1982, 104, 6460, (synth)
• Whitney, R.A., Can. J. Chem., 1983, 61, 1158, (synth)
• Bonjour, J.-P., Handbook of Vitamins, (ed. Machlin, L.J.), M. Dekker, New York, 1984, 403, (rev)
• Dakshinamurti, K. et al., Ann. N.Y. Acad. Sci., (Eds.), 1985, 447, (book)
• Bentley, R., Trends Biochem. Sci., 1985, 10, 51, (rev, abs config)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1715
• Lee, H.L. et al., Tetrahedron, 1987, 43, 4887, (synth)
• Corey, E.J. et al., Tet. Lett., 1988, 29, 57, (synth)
• Lewis, R.J., Food Additives Handbook, Van Nostrand Reinhold International, New York, 1989, BGD100
• Senuma, M. et al., Chem. Pharm. Bull., 1990, 38, 882, (rev, synth)
• Alczar, V. et al., Tetrahedron, 1990, 46, 1057, (synth)
• Bihovsky, R. et al., Tetrahedron, 1990, 46, 7667, (synth)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1037
• De Titta, G.T. et al., J.A.C.S., 1994, 116, 6485, (cryst struct, nmr)
• Moolenaar, M.J. et al., Angew. Chem., Int. Ed., 1995, 34, 2391, (synth)
• Deroose, F.D. et al., J.O.C., 1995, 60, 321, (synth, bibl)
• Nicolaou, K.C. et al., Classics in Total Synthesis, Targets, Strategies, Methods, VCH, 1996, 285, (bibl, synth)
• De Clercq, P.J. et al., Chem. Rev., 1997, 97, 1755-1792, (rev, synth)
• Chen, F.-E. et al., Synthesis, 2000, 2004-2008, (synth, ir, pmr, ms)
• Chavan, S.P. et al., J.O.C., 2001, 66, 6197-6201, (synth)
• Seki, M. et al., Tet. Lett., 2002, 43, 3269-3272, (synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, VSU100