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Folic acid: crystal structure and implications for enzyme binding.
Science. 1980 Oct 17; 210(4467):334-6.Sci

Abstract

The crystal and molecular structure of folic acid dihydrate has been determined by x-ray diffraction. Folic acid is in an extended conformation with the pteridine ring in the keto form. The C(4) oxygen and N(10) atoms are on the same side of the molecule, hydrogen-bonded to the same water. This conformation has the pteridine rotated approximately 180 degrees away from the orientation of the pteridine ring of methotrexate bound to dihydrofolate reductase. The folic acid pteridine and phenyl rings interact in a stacking manner which is suggestive of the type of associations these groups could form in a complex of folate, dihydrofolate reductase, and reduced nicotinamide adenine dinucleotide phosphate.

Links

Publisher Full Text

Authors

Mastropaolo D
No affiliation info available
Camerman A
No affiliation info available
Camerman N
No affiliation info available

MeSH

Binding SitesCrystallographyFolic AcidMolecular ConformationProtein ConformationTetrahydrofolate DehydrogenaseX-Ray Diffraction

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

7423195

Citation

Mastropaolo, D, et al. "Folic Acid: Crystal Structure and Implications for Enzyme Binding." Science (New York, N.Y.), vol. 210, no. 4467, 1980, pp. 334-6.
Mastropaolo D, Camerman A, Camerman N. Folic acid: crystal structure and implications for enzyme binding. Science. 1980;210(4467):334-6.
Mastropaolo, D., Camerman, A., & Camerman, N. (1980). Folic acid: crystal structure and implications for enzyme binding. Science (New York, N.Y.), 210(4467), 334-6.
Mastropaolo D, Camerman A, Camerman N. Folic Acid: Crystal Structure and Implications for Enzyme Binding. Science. 1980 Oct 17;210(4467):334-6. PubMed PMID: 7423195.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Folic acid: crystal structure and implications for enzyme binding. AU - Mastropaolo,D, AU - Camerman,A, AU - Camerman,N, PY - 1980/10/17/pubmed PY - 1980/10/17/medline PY - 1980/10/17/entrez SP - 334 EP - 6 JF - Science (New York, N.Y.) JO - Science VL - 210 IS - 4467 N2 - The crystal and molecular structure of folic acid dihydrate has been determined by x-ray diffraction. Folic acid is in an extended conformation with the pteridine ring in the keto form. The C(4) oxygen and N(10) atoms are on the same side of the molecule, hydrogen-bonded to the same water. This conformation has the pteridine rotated approximately 180 degrees away from the orientation of the pteridine ring of methotrexate bound to dihydrofolate reductase. The folic acid pteridine and phenyl rings interact in a stacking manner which is suggestive of the type of associations these groups could form in a complex of folate, dihydrofolate reductase, and reduced nicotinamide adenine dinucleotide phosphate. SN - 0036-8075 UR - https://www.unboundmedicine.com/medline/citation/7423195/Folic_acid:_crystal_structure_and_implications_for_enzyme_binding_ L2 - https://www.sciencemag.org/cgi/pmidlookup?view=long&pmid=7423195 DB - PRIME DP - Unbound Medicine ER -
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