10.1111/j.1432-1033.1988.tb14270.x
Crossref journal-article
Wiley
European Journal of Biochemistry (311)
Abstract

The binding of galactose‐specific lectins from Erythrina indica (EIL), Erythrina arborescens (EAL), Ricinus communis (agglutinin; RCA‐I), Abrus precatorius (agglutinin; APA), and Bandeiraea simplicifolia (lectin I; BSL‐I) to fluoro‐, deoxy‐, and thiogalactoses were studied in order to determine the strength of hydrogen bonds between the hydroxyl groups of galactose and the binding sites of the proteins. The results have allowed insight into the nature of the donor/acceptor groups in the lectins that are involved in hydrogen bonding with the sugar. The data indicate that the C‐2 hydroxyl group of galactose is involved in weak interactions as a hydrogen‐bond acceptor with uncharged groups of EIL and EAL. With RCA‐I, the C‐2 hydroxyl group forms two weak hydrogen bonds in the capacity of a hydrogen‐bond acceptor and a donor. On the other hand, there is a strong hydrogen bond between the C‐2 hydroxyl group of galactose, which acts as a donor, and a charged group on BSL‐I. The C‐2 hydroxyl group of the sugar is also a hydrogen‐bond donor to APA. The lectins are involved in strong hydrogen bonds through charged groups with the C‐3 and C‐4 hydroxyl groups of galactose, with the latter serving as hydrogen‐bond donors. The C‐6 hydroxyl group of the sugar is weakly hydrogen bonded with neutral groups of EIL, EAL, and APA. With BSL‐I, however, a strong hydrogen bond is formed at this position with a charged group of the lectin. The C‐6 hydroxyl groups is a hydrogen‐bond acceptor for EIL and EAL, a hydrogen‐bond donor for APA and BSL‐I, and appears not to be involved in binding to RCA‐I. The data with the thiosugars indicate the involvement of the C‐l hydroxyl group of galactose in binding to EIL, EAL, and BSL‐I, but not to RCA‐I and APA.

Bibliography

BHATTACHARYYA, L., & BREWER, C. F. (1988). Lectin‐carbohydrate interactions. European Journal of Biochemistry, 176(1), 207–212. Portico.

Authors 2
  1. Lokesh BHATTACHARYYA (first)
  2. C. Fred BREWER (additional)
References 47 Referenced 33
  1. 10.1038/285066b0
  2. {'key': 'e_1_2_2_3_2', 'volume-title': 'The iectins', 'author': 'Liener I. E.', 'year': '1986'} / The iectins by Liener I. E. (1986)
  3. 10.1002/jlb.40.1.97
  4. {'key': 'e_1_2_2_5_2', 'first-page': '33', 'volume-title': 'The Iectins', 'author': 'Goldstein I. J.', 'year': '1986'} / The Iectins by Goldstein I. J. (1986)
  5. {'key': 'e_1_2_2_6_2', 'first-page': '1', 'volume-title': 'Biology of carbohydrates', 'author': 'Lis H.', 'year': '1984'} / Biology of carbohydrates by Lis H. (1984)
  6. 10.1007/978-1-4684-1006-8_4
  7. 10.1021/bi00816a021
  8. 10.1021/bi00716a035
  9. 10.1021/bi00589a030
  10. 10.1016/S0021-9673(00)81414-4
  11. 10.1038/310381a0
  12. {'key': 'e_1_2_2_13_2', 'volume-title': 'The nature of the chemical bond', 'author': 'Pauling L.', 'year': '1980'} / The nature of the chemical bond by Pauling L. (1980)
  13. 10.1016/S0065-2318(08)60311-X
  14. 10.1021/bi00368a028
  15. 10.1021/ja00348a041
  16. 10.1021/ja00317a057
  17. 10.1139/v86-040
  18. 10.1042/bj1390661 / Biochem. J. by Thomas P. (1974)
  19. 10.1016/0014-5793(80)81024-6
  20. 10.1021/bi00385a009
  21. 10.1016/S0008-6215(00)85575-5
  22. 10.1016/0005-2736(81)90331-X
  23. 10.1038/314235a0
  24. 10.1016/S0300-9084(85)80161-9
  25. 10.1021/bi00356a007
  26. 10.1021/ja00449a051
  27. 10.1126/science.3810155
  28. 10.1016/0003-9861(81)90478-1
  29. 10.1016/0003-9861(76)90357-X
  30. {'key': 'e_1_2_2_31_2', 'first-page': '872', 'author': 'Taylor N. F.', 'year': '1985', 'journal-title': 'J. Chem. Soc.'} / J. Chem. Soc. by Taylor N. F. (1985)
  31. 10.1016/S0008-6215(00)80161-5
  32. 10.1016/S0008-6215(00)80841-1
  33. 10.1016/S0008-6215(00)82534-3
  34. 10.1016/0076-6879(72)28038-7
  35. 10.1016/S0021-9258(19)43000-7
  36. 10.1016/0304-4165(73)90191-8
  37. 10.1093/oxfordjournals.jbchem.a135569 / J. Biochem. (Tokyo) by Absar N. (1986)
  38. 10.1016/S0021-9258(19)69541-4 / J. Biol. Chem. by Goldstein I. J. (1981)
  39. {'key': 'e_1_2_2_40_2', 'volume-title': 'Organic chemistry', 'author': 'Finar I. L.', 'year': '1985'} / Organic chemistry by Finar I. L. (1985)
  40. {'key': 'e_1_2_2_41_2', 'first-page': '4050', 'volume': '768', 'author': 'Jencks W. P.', 'year': '1981', 'journal-title': 'Proc. Natl Acad. Sci. USA'} / Proc. Natl Acad. Sci. USA by Jencks W. P. (1981)
  41. 10.1016/S0008-6215(00)84349-9
  42. 10.1016/S0021-9258(19)83586-X
  43. 10.1111/j.1432-1033.1981.tb06300.x
  44. 10.1007/978-1-4684-0949-9_3
  45. 10.1002/bip.360240106
  46. 10.1016/0022-2836(82)90513-7
  47. 10.1021/bi00746a023
Dates
Type When
Created 20 years, 6 months ago (March 3, 2005, 9:38 p.m.)
Deposited 1 year, 9 months ago (Nov. 23, 2023, 10:21 a.m.)
Indexed 1 year ago (Aug. 23, 2024, 11:07 p.m.)
Issued 37 years ago (Sept. 1, 1988)
Published 37 years ago (Sept. 1, 1988)
Published Online 20 years, 6 months ago (March 3, 2005)
Published Print 37 years ago (Sept. 1, 1988)
Funders 0

None

@article{BHATTACHARYYA_1988, title={Lectin‐carbohydrate interactions: Studies of the nature of hydrogen bonding between D‐galactose and certain D‐galactose‐specific lectins, and between D‐mannose and concanavalin A}, volume={176}, ISSN={1432-1033}, url={http://dx.doi.org/10.1111/j.1432-1033.1988.tb14270.x}, DOI={10.1111/j.1432-1033.1988.tb14270.x}, number={1}, journal={European Journal of Biochemistry}, publisher={Wiley}, author={BHATTACHARYYA, Lokesh and BREWER, C. Fred}, year={1988}, month=sep, pages={207–212} }