Geometry of the first step in the action of ribonuclease-A (in-line geometry-uridine2',3'-cyclic thiophosphate- 31 P NMR).

Proceedings of the National Academy of Sciences of the United States of America ·Vol. 69 ·No. 1 ·1972-01-00 ·Pages 115-8

Usher DA, Erenrich ES, Eckstein F

Abstract

Advantage was taken of the reversibility of the first step of ribonuclease-A action to synthesize the dinucleoside phosphorothioate Up(S)C from the crystalline isomer of uridine 2',3'-cyclic phosphorothioate [Up(S)] and cytidine. Cyclic phosphorothioate was then reformed from Up(S)C by a nonenzymic reaction known to proceed by an in-line mechanism. The geometry of the enzymic reaction was determined to be in-line by a comparison of the Up(S) product with the Up(S) originally used. By the principle of microscopic reversibility, the geometry of the first step in the action of ribonuclease-A is shown to be in-line.

MeSH Terms

Chemical Phenomena Chemistry Chromatography, Thin Layer Cytosine Nucleotides Electrophoresis Hydrolysis Kinetics Magnetic Resonance Spectroscopy Ribonucleases Stereoisomerism Structure-Activity Relationship Uracil Nucleotides

Chemicals

Cytosine Nucleotides Uracil Nucleotides Ribonucleases

Authors & Affiliations

3 authors, click to expand affiliations / ORCID

Usher D A

Erenrich E S

Eckstein F

References (14)

14 references, click to expand

[On the mechanism of the ribonuclease reaction. 1. The function of the pyrimidine base in the reaction].
Eur J Biochem. 1967 Mar;1(1):36-45 PMID: 6059347
Absolute stereochemistry of the second step of ribonuclease action.
Nature. 1970 Nov 14;228(5272):663-5 PMID: 5474937
The mechanism of action of ribonuclease.
Proc Natl Acad Sci U S A. 1969 Apr;62(4):1151-8 PMID: 5256413
Uridine 2',3'-O,O-cyclophosphorothioate as substrate for pancreatic ribonuclease (I).
FEBS Lett. 1968 Dec;2(2):85-86 PMID: 11946276
Facilitated proton transfer in enzyme catalysis. It may have a crucial role in determining the efficiency and specificity of enzymes.
Science. 1968 Jul 26;161(3839):328-34 PMID: 4298414
Nucleoside phosphorothioates.
J Am Chem Soc. 1970 Jul 29;92(15):4718-23 PMID: 4316997
Nucleotide exchange reactions catalysed by ribonuclease and spleen phosphodiesterase. II. Synthesis of polynucleotides.
Biochem J. 1955 May;60(1):8-15 PMID: 14363175
Synthesis of 3'-5' dinucleotides with RNase T-1.
Biochem Biophys Res Commun. 1970 Feb 6;38(3):393-9 PMID: 4315347
Ribonucleases.
Annu Rev Biochem. 1969;38:677-732 PMID: 4308605
The active site and mechanism of action of bovine pancreatic ribonuclease.
Nature. 1961 May 27;190:781-84 PMID: 13699542
Relaxation spectrometry of biological systems.
Adv Protein Chem. 1968;23:1-57 PMID: 4302772
Enzymatic synthesis of oligoguanylic acids containing 2'-5' phosphodiester linkages.
Biochem Biophys Res Commun. 1969 Mar 10;34(5):569-74 PMID: 4305064
On the mechanism of ribonuclease action.
Proc Natl Acad Sci U S A. 1969 Mar;62(3):661-7 PMID: 5256996
Mechanism of action of bovine pancreatic ribonuclease.
Nature. 1966 Jul 16;211(5046):252-5 PMID: 5965542

Article Info

Journal

Proceedings of the National Academy of Sciences of the United States of America

Abbr.

Proc Natl Acad Sci U S A

ISSN

0027-8424

DOI

10.1073/pnas.69.1.115

Published

1972-01-00

Pages

115-8

Language

English

Region

United States

NLM ID

7505876

PMCID

PMC427556

Subset

External Links

PubMed source DOI: 10.1073/pnas.69.1.115 PMC Full Text View journal details

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Geometry of the first step in the action of ribonuclease-A (in-line geometry-uridine2',3'-cyclic thiophosphate- 31 P NMR).

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