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The synthesis and purification of 2′-carboxy-d-arabinitol 1-phosphate, a natural inhibitor of ribulose 1,5-bisphosphate carboxylase, investigated by31P n.m.r

S Gutteridge, G S Reddy, G Lorimer
Biochemical Journal Jun 15, 1989, 260 (3) 711-716; DOI: 10.1042/bj2600711
S Gutteridge
Central Research and Development Department, Experimental Station, E.I. du Pont de Nemours and Co., Wilmington, DE 19898, U.S.A.
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G S Reddy
Central Research and Development Department, Experimental Station, E.I. du Pont de Nemours and Co., Wilmington, DE 19898, U.S.A.
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G Lorimer
Central Research and Development Department, Experimental Station, E.I. du Pont de Nemours and Co., Wilmington, DE 19898, U.S.A.
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Abstract

2′-Carboxy-D-arabinitol 1-phosphate (2CA1P), a natural inhibitor of ribulose 1,5-bisphosphate carboxylase was synthesized from 2′-carboxy-D-arabinitol 1,5-bisphosphate (2CABP). The selective dephosphorylation of 2CABP with either acid phosphatase or alkaline phosphatase was investigated by using 31P n.m.r. The n.m.r. spectra of the progress of the reactions indicated that both phosphatases preferentially removed the 5-phosphate from the bisphosphate. After the consumption of all of the bisphosphate, alkaline phosphatase generated a mixture of 2′-carboxy-D-arabinitol 1- and 5-monophosphates in the ratio of about 4:1, along with Pi. The enzyme also hydrolysed the monophosphates to 2′-carboxyarabinitol, thus decreasing the yield of 2CA1P further. In contrast, acid phosphatase catalysed almost quantitative conversion of 2CABP into 2CA1P, preferring to hydrolyse only the 5-phosphate. In either case, separation of the 2CA1P from Pi or other products of enzymic hydrolysis was readily accomplished by conventional ion-exchange chromatography or h.p.l.c.

  • © 1989 London: The Biochemical Society
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June 1989

Volume: 260 Issue: 3

Biochemical Journal: 260 (3)
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The synthesis and purification of 2′-carboxy-d-arabinitol 1-phosphate, a natural inhibitor of ribulose 1,5-bisphosphate carboxylase, investigated by31P n.m.r
S Gutteridge, G S Reddy, G Lorimer
Biochemical Journal Jun 1989, 260 (3) 711-716; DOI: 10.1042/bj2600711
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The synthesis and purification of 2′-carboxy-d-arabinitol 1-phosphate, a natural inhibitor of ribulose 1,5-bisphosphate carboxylase, investigated by31P n.m.r
S Gutteridge, G S Reddy, G Lorimer
Biochemical Journal Jun 1989, 260 (3) 711-716; DOI: 10.1042/bj2600711

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