Serine hydroxymethyltransferase revisited

Current Opinion in Chemical Biology

Volumn 9, Issue 5, 2005, Pages 482-487

  Schirch, Verne ^a   Szebenyi, Doletha M E ^b  

^a VIRGINIA COMMONWEALTH UNIVERSITY   (United States)

^b Department of Obstetrics Gynecology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCINE HYDROXYMETHYLTRANSFERASE;

CATALYSIS; CHEMICAL BOND; CRYSTAL STRUCTURE; DIASTEREOISOMER; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME BINDING; ENZYME STRUCTURE; GENETIC CONSERVATION; GEOBACILLUS STEAROTHERMOPHILUS; HYDROPHOBICITY; NONHUMAN; PREDICTION; REVIEW; SITE DIRECTED MUTAGENESIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

GLYCINE; GLYCINE HYDROXYMETHYLTRANSFERASE; HYDROLYSIS; SERINE; STEREOISOMERISM;

EID: 25144460448     PISSN: 13675931     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbpa.2005.08.017     Document Type: Review

References (31)

1. R.B. Matthews, and J.T. Drummond Providing one-carbon units for biological methylations: mechanistic studies on serine hydroxymethyltransferase, methylenetetrahydrofolate reductase, and methyltetrahydrofolate-homocysteine methyltransferase Chem Rev 90 1990 1275 1290
2. V. Schirch Mechanism of folate requiring enzymes in one-carbon metabolism M.L. Sinnott Comprehensive Biological Catalysis 2 1998 Academic Press 211 252
3. H.C. Dunathan Conformation and reaction specificity in pyridoxal phosphate enzymes Proc Natl Acad Sci USA 55 1966 712 716
4. C.M. Tatum Jr., P.A. Benkovic, S.J. Benkovic, R. Potts, E. Schliecher, and H.G. Floss Stereochemistry of methylene transfer involving 5,10-methylenetetrahydrofolate Biochemistry 16 1977 1093 1102
5. M.A. Vanoni, S. Lee, H.G. Floss, and R.G. Matthews Stereochemistry of reduction of methylenetetrahydrofolate to methyltetrahydrofolate catalyzed by pig liver methylenetetrahydrofolate reductase J Am Chem Soc 112 1990 3987 3992
6. 3-OH perpendicular and synperiplanar to the plane of the conjugated π-bond system of pyridoxal phosphate.
7. R.J. Ulevitch, and R.G. Kallen Studies of the reactions of substituted D,L,-erythro-β-phenylserine with lamb liver serine hydroxymethylase. Effects of substituents upon the dealdolization step Biochemistry 16 1977 5342 5349
8. L. Schirch, and T. Gross Serine transhydroxymethylase: identification as the threonine and allothreonine aldolases J Biol Chem 243 1968 5651 5655
9. J.N. Scarsdale, S. Radaev, G. Kazanina, V. Schirch, and H.T. Wright Crystal structure of rabbit cytosolic serine hydroxymethyltransferase at 2.8 Å resolution: mechanistic implications Biochemistry 38 1999 8347 8358
10. D.M.E. Szebenyi, F.N. Musayev, M.L. di Salvo, M.K. Safo, and V. Schirch Serine hydroxymethltransferase: role of Glu75 and evidence that serine is cleaved by a retroaldol mechanism Biochemistry 43 2004 6865 6876 Describes the catalytic properties and shows the structures of two mutants of Glu75, which plays a key role in the folate mediated reactions of SHMT.
11. P. Stover, and V. Schirch 5-Formyltetrahydrofolate polyglutamates are slow tight binding inhibitors of serine hydroxymethyltransferase J Biol Chem 266 1991 1543 1550
12. L. Schirch, and M. Ropp Serine transhydroxymethylase, affinity of tetrahydrofolate compounds for the enzyme and enzyme-glycine complex Biochemistry 6 1967 253 257
13. J.N. Scarsdale, S. Radaev, G. Kazanina, V. Schirch, and H.T. Wright Crystal structure at 2.4 Å resolution of E. coli serine hydroxymethltransferase in complex with glycine substrate and 5-formyl tetrahydrofolate J Mol Biol 296 2000 155 168
14. Szebenyi DME, X. Liu, I.A. Kriksunov, P.J. Stover, and D.J. Thiel Structure of a murine cytoplasmic serine hydroxymethyltransferase quinonoid ternary complex: evidence for asymmetric obligate dimers Biochemistry 39 2000 13313 13323
15. P. Stover, and V. Schirch Serine hydroxymethyltransferase catalyzes the hydrolysis of 5,10-methenyltetrahydrofolate to 5-formyltetrahydrofolate J Biol Chem 265 1990 14227 14233
16. M.C. Anguera, J.R. Suh, H. Ghandour, I.M. Nasrallah, J. Selhub, and P.J. Stover Methenyltetrahydrofolate synthetase regulates folate turnover and accumulation J Biol Chem 278 2003 29856 29862
17. H.L. Kruschwitz, D. McDonald, E.A. Cossins, and V. Schirch 5-formyltetrahydropteroylpolyglutamates are the major folate derivatives in Neurospora crassa conidiospores J Biol Chem 269 1994 28757 28763
18. W.B. Holmes, and D.R. Appling Cloning and characterization of methenyltetrahydrofolate synthetase from Saccharomyces cerevisiae J Biol Chem 277 2002 20205 20213
19. P. Stover, and V. Schirch Enzymatic mechanism for the hydrolysis of 5,10-methenyltetrahydropteroylglutamate to 5-formyltetrahydropteroylglutamate by serine hydroxymethyltransferase Biochemistry 31 1992 2155 2164
20. J.V. Rao, V. Prakash, N.A. Rao, and H.S. Savithri The role of Glu74 and Tyr82 in the reaction catalyzed by sheep liver cytosolic serine hydroxymethyltransferase Eur J Biochem 267 2000 5967 5976
21. S.B. Renwick, K. Snell, and U. Baumann The crystal structure of human cytosolic serine hydroxymethyltransferase: a target for cancer chemotherapy Structure 6 1998 1105 1116
22. H.K. Webb, and R.G. Matthews 4-Chlorothreonine is substrate, mechanistic probe, and mechanism-based inactivator of serine hydroxymethyltransferase J Biol Chem 270 1995 17204 17209
23. R.G. Kallen, and W.P. Jencks The mechanism of the condensation of formaldehyde with tetrahydrofolic acid J Biol Chem 241 1966 5851 5863
24. R. Talwar, J.R. Jagath, N.A. Rao, and H.S. Savithri His230 of serine hydroxymethyltransferase facilitates the proton abstraction step in catalysis Eur J Biochem 267 2000 1441 1446
25. R. Talwar, J.R. Jagath, A. Datta, V. Prakash, H.S. Savithri, and N.A. Rao The role of lysine-256 in the structure and function of sheep liver recombinant serine hydroxymethyltransferase Acta Biochim Pol 44 1997 679 688
26. J.R. Jagath, N.A. Rao, and H.S. Savithri Role of Arg-401 of cytosolic serine hydroxymethyltransferase in subunit assembly and interaction with the substrate carboxy group Biochem J 327 1997 877 882
27. J.R. Jagath, B. Sharma, N.A. Rao, and H.S. Savithri The role of His-134, -147, and -150 residues in subunit assembly, cofactor binding, and catalysis of sheep liver cytosolic serine hydroxymethyltransferase J Biol Chem 272 1997 24355 24362
28. R. Contestabile, S. Angelaccio, F. Bossa, H.T. Wright, N. Scarsdale, G. Kazanina, and V. Schirch Role of tyrosine 65 in the mechanism of serine hydroxymethyltransferase Biochemistry 39 2000 7492 7500
29. S. Delle Fratte, S. Iurescia, S. Angelaccio, F. Bossa, and V. Schirch The function of arginine 363 as the substrate carboxyl-binding site in Escherichia coli serine hydroxymethyltransferase Eur J Biochem 225 1994 395 401
30. D. Schirch, S. Delle Fratte, S. Iurescia, S. Angelaccio, R. Contestabile, F. Bossa, and V. Schirch Function of the active-site lysine in Escherichia coli serine hydroxymethyltransferase J Biol Chem 268 1993 23132 23138
31. S. Hopkins, and V. Schirch Properties of a serine hydroxymethyltransferase in which an active site histidine has been changed to an asparagine by site-directed mutagenesis J Biol Chem 261 1986 3363 3369