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Volumn 105, Issue 25, 1983, Pages 7428-7435

Practical Synthesis of 5-Phospho-D-ribosyl α-1-Pyrophosphate (PRPP): Enzymatic Routes from Ribose 5-Phosphate or Ribose1

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Indexed keywords


EID: 0343334836     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00363a037     Document Type: Article
Times cited : (50)

References (47)
  • 1
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    • Supported by the National Institutes of Health, Grant GM 30367
    • Supported by the National Institutes of Health, Grant GM 30367.
  • 2
    • 85023294512 scopus 로고    scopus 로고
    • Weizmann Fellow, 1981-1983
    • Weizmann Fellow, 1981-1983.
  • 3
    • 85023302181 scopus 로고
    • Weizmann Fellow
    • Weizmann Fellow, 1979-1981.
    • (1979)
  • 4
    • 85023398449 scopus 로고    scopus 로고
    • To whom inquiries should be addressed at Harvard University
    • To whom inquiries should be addressed at Harvard University.
  • 11
    • 85023357659 scopus 로고
    • Thesis
    • Department of Chemistry, Massachusetts Institute of Technology, Oct
    • Haynie, S. L., Ph.D. Thesis, Department of Chemistry, Massachusetts Institute of Technology, Oct 1981.
    • (1981)
    • Haynie, S.L.1
  • 24
    • 85012657187 scopus 로고
    • (a), (b) AMP costs -200/kg (3 mol) when obtained from Kyowa Hakko USA, Inc.
    • (a) Sokatch, J. R. Biochem. Prep. 1968, 12, 2. (b) AMP costs -200/kg (3 mol) when obtained from Kyowa Hakko USA, Inc.
    • (1968) Biochem. Prep. , vol.12 , pp. 2
    • Sokatch, J.R.1
  • 27
    • 77049137426 scopus 로고
    • r-2-P can be purified further, if desired, by ion-exchange chromatography:
    • r-2-P can be purified further, if desired, by ion-exchange chromatography: Groth, D. P.; Mueller, G. C.; LePage, G. A. J. Biol. Chem. 1952, 199, 389-391.
    • (1952) J. Biol. Chem. , vol.199 , pp. 389-391
    • Groth, D.P.1    Mueller, G.C.2    LePage, G.A.3
  • 28
    • 33847087184 scopus 로고
    • Ribulose 1, 5-bisphosphate:, Wong, C.-H.; McCurry, S. D.; Whitesides, G. M. J. Am. Chem. Soc. 1980, 102, 7938-7939. Wong, C.-H.; Poliak, A.; McCurry, S. D.; Sue, J. M.; Knowles, J. R.; Whitesides, G. M. Method Enzymol. 1982, 89, 108-121. RuBP isomerizes rapidly to XuBP in basic media: t1/2 = 48 h at pH 8.0, 30 °C. XuBP is a strong inhibitor of RuBP-carboxylase.
    • Ribulose 1, 5-bisphosphate: Wong, C.-H.; McCurry, S. D.; Whitesides, G. M. J. Am. Chem. Soc. 1980, 102, 7938-7939; Wong, C.-H.; McCurry, S. D.; Whitesides, G. M. J. Am. Chem. Soc. 1980, 102, 7938-7939. Wong, C.-H.; Poliak, A.; McCurry, S. D.; Sue, J. M.; Knowles, J. R.; Whitesides, G. M. Method Enzymol. 1982, 89, 108-121. RuBP isomerizes rapidly to XuBP in basic media: t1/2 = 48 h at pH 8.0, 30 °C. XuBP is a strong inhibitor of RuBP-carboxylase.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 7938-7939
    • Wong, C.-H.1    McCurry, S.D.2    Whitesides, G.M.3
  • 36
    • 85023329183 scopus 로고    scopus 로고
    • In the synthesis of PRPP directly from D-ribose, 3 equiv of PEP are needed. Recently developed large-scale syntheses of acetyl phosphate (disodium salt) would now probably make this the preferred system for ATP regeneration, in press. Kazlauskas, R.; Whitesides, G. M., unpublished data).
    • In the synthesis of PRPP directly from D-ribose, 3 equiv of PEP are needed. Recently developed large-scale syntheses of acetyl phosphate (disodium salt) would now probably make this the preferred system for ATP regeneration (Crans, D. C.; Whitesides, G. M. J. Org. Chem., in press. Kazlauskas, R.; Whitesides, G. M., unpublished data).
    • J. Org. Chem.
    • Crans, D.C.1    Whitesides, G.M.2
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    • 0003443846 scopus 로고
    • Methods of Enzymatic Analysis
    • Verlag Chemie: New York
    • Bergmeyer, H. U. “Methods of Enzymatic Analysis”; Verlag Chemie: New York, 1974.
    • (1974)
    • Bergmeyer, H.U.1
  • 41
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    • ref 46
    • See
    • See ref 46, p. 1342.
  • 42
    • 85023351668 scopus 로고    scopus 로고
    • All operations were performed at 0-4 °C unless otherwise mentioned
    • All operations were performed at 0-4 °C unless otherwise mentioned.
  • 45
    • 85023330019 scopus 로고    scopus 로고
    • The formation of r-5-P was followed by HPLC (retention time 1.7 min)
    • The formation of r-5-P was followed by HPLC (retention time 1.7 min).
  • 46
    • 85023346649 scopus 로고    scopus 로고
    • Most of the CMP stays on the Dowex, and it can be eluted with dilute HC1
    • Most of the CMP stays on the Dowex, and it can be eluted with dilute HC1.


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