메뉴 건너뛰기




Volumn 21, Issue 1-2, 2002, Pages 27-51

MM3(96) conformational analysis of D-glucaramide and x-ray crystal structures of three D-glucaric acid derivatives-models for synthetic poly(alkylene D-glucaramides)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE DERIVATIVE; DIPOTASSIUM DEXTRO GLUCARATE; N,N' DIMETHYL DEXTRO GLUCARAMIDE; SACCHARIC ACID; SODIUM POTASSIUM DEXTRO GLUCARATE; UNCLASSIFIED DRUG;

EID: 0035998779     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1081/CAR-120003736     Document Type: Article
Times cited : (20)

References (34)
  • 1
    • 0010720580 scopus 로고    scopus 로고
    • MM3(96). Molecular Mechanics Software used with permission from N.L. Allinger; University of Georgia
    • MM3(96). Molecular Mechanics Software used with permission from N.L. Allinger; University of Georgia.
  • 2
    • 0028368312 scopus 로고
    • Hydroxylated nylons based on unprotected esterified D-glucaric acid by simple condensation reactions
    • Kiely, D.E.; Chen, L.; Lin, T.-H. Hydroxylated nylons based on unprotected esterified D-glucaric acid by simple condensation reactions. J. Am. Chem. Soc. 1994, 116, 571-578.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 571-578
    • Kiely, D.E.1    Chen, L.2    Lin, T.-H.3
  • 3
    • 0033881754 scopus 로고    scopus 로고
    • Synthetic polyhydroxypolamides from galactaric, xylaric, D-glucaric, and mannaric acids and alkylenediamine monomers - Some comparisons
    • Kiely, D.E.; Chen, L.; Lin, T.-H. Synthetic polyhydroxypolamides from galactaric, xylaric, D-glucaric, and mannaric acids and alkylenediamine monomers - some comparisons J. Polym. Sci.: Part A: Polym. Chem. 2000, 38, 594-603.
    • (2000) J. Polym. Sci.: Part A: Polym. Chem. , vol.38 , pp. 594-603
    • Kiely, D.E.1    Chen, L.2    Lin, T.-H.3
  • 4
    • 0000674375 scopus 로고    scopus 로고
    • Synthesis of stereoregular head, tail hydroxylated nylons derived from D-glucose
    • Chen, L.; Kiely, D.E. Synthesis of stereoregular head, tail hydroxylated nylons derived from D-glucose. J. Org. Chem. 1996, 61, 5847-5851.
    • (1996) J. Org. Chem. , vol.61 , pp. 5847-5851
    • Chen, L.1    Kiely, D.E.2
  • 5
    • 0034325644 scopus 로고    scopus 로고
    • Synthesis of some poly(4-alkyl-4-azaheptamethylene-D-glucaramides)
    • Carter, A.; Morton, D.; Kiely, D.E. Synthesis of some poly(4-alkyl-4-azaheptamethylene-D-glucaramides) J. Polym. Sci.: Part A: Polym. Chem. 2000, 38, 3892-3899.
    • (2000) J. Polym. Sci.: Part A: Polym. Chem. , vol.38 , pp. 3892-3899
    • Carter, A.1    Morton, D.2    Kiely, D.E.3
  • 6
    • 0010667511 scopus 로고    scopus 로고
    • PhD Dissertation; The University of Alabama: Birmingham
    • Styron, S.D. PhD Dissertation; The University of Alabama: Birmingham, 1999.
    • (1999)
    • Styron, S.D.1
  • 8
    • 0000767302 scopus 로고
    • Conformations of acyclic sugar derivatives part II: Determination of the conformations of alditol acetates in solution by the use of 250-MHz NMR spectra
    • Angyal, S.; LeFur, R.; Gagnaire, D. Conformations of acyclic sugar derivatives part II: determination of the conformations of alditol acetates in solution by the use of 250-MHz NMR spectra. Carbohydr. Res. 1972, 23, 121-134.
    • (1972) Carbohydr. Res. , vol.23 , pp. 121-134
    • Angyal, S.1    LeFur, R.2    Gagnaire, D.3
  • 9
    • 0003942864 scopus 로고
    • Configuration and conformation of cyclic molecules
    • Wiley: New York
    • Eliel, E.L.; Wilen, S.H. Configuration and Conformation of Cyclic Molecules. In Stereochemistry of Organic Compounds; Wiley: New York, 1994; 707.
    • (1994) Stereochemistry of Organic Compounds , pp. 707
    • Eliel, E.L.1    Wilen, S.H.2
  • 10
    • 0000725739 scopus 로고
    • Computer Modeling of Carbohydrate Molecules; French, A.D., Brady, J.W., Eds.; American Chemical Society: Washington, DC
    • Chen, L.; Haraden, B.; Kane, R.W.; Kiely, D.E.; Rowland, R.S. In Computer Modeling of Carbohydrate Molecules; French, A.D., Brady, J.W., Eds.; ACS Symposium Series 430; American Chemical Society: Washington, DC, 1991; 141-151.
    • (1991) ACS Symposium Series 430 , pp. 141-151
    • Chen, L.1    Haraden, B.2    Kane, R.W.3    Kiely, D.E.4    Rowland, R.S.5
  • 11
    • 0010754074 scopus 로고
    • Stability relationships of decalindiones - Modified MM2 force field calculations
    • Goldsmith, D.J.; Bowen, J.P.; Qamhiyeh, E.; Still, W.C. Stability relationships of decalindiones - modified MM2 force field calculations. J. Org. Chem. 1987, 52, 951-953.
    • (1987) J. Org. Chem. , vol.52 , pp. 951-953
    • Goldsmith, D.J.1    Bowen, J.P.2    Qamhiyeh, E.3    Still, W.C.4
  • 12
    • 0043162336 scopus 로고
    • An internal coordinate Monte Carlo method for searching conformational space
    • Chang, G.; Guida, W.C.; Still, W.C. An internal coordinate Monte Carlo method for searching conformational space. J. Am. Chem. Soc. 1989, 111, 4379-4386.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 4379-4386
    • Chang, G.1    Guida, W.C.2    Still, W.C.3
  • 13
    • 0002165719 scopus 로고
    • Conformational analysis of peracetylated hexononitriles
    • Sweeting, L.; Coxon, B.; Varma, R. Conformational analysis of peracetylated hexononitriles. Carbohydr. Res. 1979, 72, 43-55.
    • (1979) Carbohydr. Res. , vol.72 , pp. 43-55
    • Sweeting, L.1    Coxon, B.2    Varma, R.3
  • 14
    • 0010713441 scopus 로고
    • Conformations of acyclic sugar derivatives part III: 3,4,5,6,7-penta-acetoxy-trans-1-nitro-1-heptenes
    • Angyal, S.; LeFur, R.; Gagnaire, D. Conformations of acyclic sugar derivatives part III: 3,4,5,6,7-penta-acetoxy-trans-1-nitro-1-heptenes. Carbohydr. Res. 1972, 23, 135-138.
    • (1972) Carbohydr. Res. , vol.23 , pp. 135-138
    • Angyal, S.1    LeFur, R.2    Gagnaire, D.3
  • 15
    • 0001537835 scopus 로고
    • Conformations of the alditols
    • Jeffrey, G.A.; Kim, H.S. Conformations of the alditols. Carbohydr. Res. 1970, 14, 207-216.
    • (1970) Carbohydr. Res. , vol.14 , pp. 207-216
    • Jeffrey, G.A.1    Kim, H.S.2
  • 16
    • 0002449086 scopus 로고
    • Conformations in solution of the stereoisomeric, peracetylated aldohexose dimethyl acetals and diethyl dithioacetals
    • Blanc-Muesser, M.; Defaye, J.; Horton, D. Conformations in solution of the stereoisomeric, peracetylated aldohexose dimethyl acetals and diethyl dithioacetals. Carbohydr. Res. 1980, 87, 71-86.
    • (1980) Carbohydr. Res. , vol.87 , pp. 71-86
    • Blanc-Muesser, M.1    Defaye, J.2    Horton, D.3
  • 17
    • 0000307149 scopus 로고
    • Exploration of disaccharide conformations by molecular mechanics
    • French, A.D.; Dowd, M.K. Exploration of disaccharide conformations by molecular mechanics. J. Mol. Struct. (Theochem.) 1993, 286, 183-201.
    • (1993) J. Mol. Struct. (Theochem.) , vol.286 , pp. 183-201
    • French, A.D.1    Dowd, M.K.2
  • 18
    • 0028862775 scopus 로고
    • Relative stability of alternative chair forms and hydroxymethyl conformations of D-glucopyranose
    • Barrow, S.E.; Dulles, F.J.; Cramer, C.J.; Truhlar, D.G.; French, A.D. Relative stability of alternative chair forms and hydroxymethyl conformations of D-glucopyranose. Carbohydr. Res. 1995, 276, 219-251.
    • (1995) Carbohydr. Res. , vol.276 , pp. 219-251
    • Barrow, S.E.1    Dulles, F.J.2    Cramer, C.J.3    Truhlar, D.G.4    French, A.D.5
  • 19
    • 37049067806 scopus 로고
    • An efficient algorithm for searching low-energy conformers of cyclic and acyclic molecules
    • Goto, H.; Osawa, E. An efficient algorithm for searching low-energy conformers of cyclic and acyclic molecules. J. Chem. Soc., Perkin Trans. 2 1993, (2), 187-198.
    • (1993) J. Chem. Soc., Perkin Trans. 2 , Issue.2 , pp. 187-198
    • Goto, H.1    Osawa, E.2
  • 21
    • 0004133516 scopus 로고    scopus 로고
    • Gaussian: Pittsburgh, Pennsylvania
    • Gaussian94 Software. Gaussian: Pittsburgh, Pennsylvania.
    • Gaussian94 Software
  • 23
    • 0010755213 scopus 로고    scopus 로고
    • 3JHHPC: Vicinal Coupling Constants for Microcomputers Software (program number QCMP025) purchased from Quantum Chemistry Program Exchange: Bloomington, Indiana
    • 3JHHPC: Vicinal Coupling Constants for Microcomputers Software (program number QCMP025) purchased from Quantum Chemistry Program Exchange: Bloomington, Indiana.
  • 24
    • 20444483055 scopus 로고
    • The relationship between proton-proton NMR coupling constants and substituent electronegativities - I. An empirical generalization of the Karplus equation
    • Haasnoot, C.A.G.; de Leeuw, F.A.A.M.; Altona, C. The relationship between proton-proton NMR coupling constants and substituent electronegativities - I. An empirical generalization of the Karplus equation. Tetrahedron 1980, 36, 2783-2792.
    • (1980) Tetrahedron , vol.36 , pp. 2783-2792
    • Haasnoot, C.A.G.1    De Leeuw, F.A.A.M.2    Altona, C.3
  • 25
    • 0000822280 scopus 로고
    • Conformations of acyclic derivatives of sugars XI: Conformations of the D-aldopentose diethyl and diphenyl dithioacetals in solution
    • Horton, D.; Wander, J.D. Conformations of acyclic derivatives of sugars XI: conformations of the D-aldopentose diethyl and diphenyl dithioacetals in solution. J. Org. Chem. 1974, 39 (13), 1859-1863.
    • (1974) J. Org. Chem. , vol.39 , Issue.13 , pp. 1859-1863
    • Horton, D.1    Wander, J.D.2
  • 26
    • 0010754075 scopus 로고    scopus 로고
    • Alchemy 2000 Molecular Modeling Software purchased from Tripos: St. Louis, Missouri
    • Alchemy 2000 Molecular Modeling Software purchased from Tripos: St. Louis, Missouri.
  • 28
    • 0000670484 scopus 로고
    • Interactions of calcium ions with carbohydrates: X-ray diffraction and NMR spectroscopic studies on the potassium salt and the calcium salt of D-glucaric acid
    • Taga, T.; Kuroda, Y.; Osaki, K. Interactions of calcium ions with carbohydrates: x-ray diffraction and NMR spectroscopic studies on the potassium salt and the calcium salt of D-glucaric acid. Bull. Chem. Soc. Jpn. 1977, 50 (12), 3079-3083.
    • (1977) Bull. Chem. Soc. Jpn. , vol.50 , Issue.12 , pp. 3079-3083
    • Taga, T.1    Kuroda, Y.2    Osaki, K.3
  • 29
    • 84945020492 scopus 로고
    • A general synthesis of diterminal diaminodideoxyalditols and 1-amino-1-deoxyalditols using trimethylsilyl protecting groups
    • Kiely, D.E.; Navia, J.L.; Miller, L.A.; Lin, T.-H. A general synthesis of diterminal diaminodideoxyalditols and 1-amino-1-deoxyalditols using trimethylsilyl protecting groups. J. Carbohydr. Chem. 1986, 5 (2), 183-197.
    • (1986) J. Carbohydr. Chem. , vol.5 , Issue.2 , pp. 183-197
    • Kiely, D.E.1    Navia, J.L.2    Miller, L.A.3    Lin, T.-H.4
  • 30
    • 0000930922 scopus 로고
    • Computer aided structural studies of poly(alkylene D-glucaramide)s
    • Chen, L.; Kiely, D.E. Computer aided structural studies of poly(alkylene D-Glucaramide)s. Polym. Prepr. 1993, 34 (2), 550-551.
    • (1993) Polym. Prepr. , vol.34 , Issue.2 , pp. 550-551
    • Chen, L.1    Kiely, D.E.2
  • 31
    • 0004175995 scopus 로고
    • Siemens Analytical Instruments: Madison, Wisconsin; Vol. 4.2
    • Siemens SHELXTL-PC Manual; Siemens Analytical Instruments: Madison, Wisconsin, 1992; Vol. 4.2.
    • (1992) Siemens SHELXTL-PC Manual
  • 32
    • 0004175995 scopus 로고
    • Siemens Analytical Instruments: Madison, Wisconsin; Vol. 4.2
    • Siemens SHELXTL-PC Manual; Siemens Analytical Instruments: Madison, Wisconsin, 1992; Vol. 4.2, 154-155.
    • (1992) Siemens SHELXTL-PC Manual , pp. 154-155
  • 34
    • 4244180748 scopus 로고
    • Some comments on carbon-hydrogen and nitrogen-hydrogen distances assumed in, and determined from, recent x-ray diffraction studies on inorganic complexes
    • Churchill, M.R. Some comments on carbon-hydrogen and nitrogen-hydrogen distances assumed in, and determined from, recent x-ray diffraction studies on inorganic complexes. Inorg. Chem. 1973.
    • (1973) Inorg. Chem.
    • Churchill, M.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.