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Volumn 26, Issue 4, 2007, Pages 249-266

The structure of N-(1-deoxy-β-D-fructopyranos-1-yl)-L-proline monohydrate ("D-fructose-L-proline") and N-(1,6-dideoxy-α-L- fructofuranos-1-yl)-L-proline ("L-rhamnulose-L-proline")

Author keywords

Amadori compound; Crystal structure; D Fructose L proline; Fructose amino acid; L Rhamnulose L proline; Rhamnulose amino acid

Indexed keywords


EID: 34547363135     PISSN: 07328303     EISSN: 15322327     Source Type: Journal    
DOI: 10.1080/07328300701410718     Document Type: Article
Times cited : (13)

References (53)
  • 1
    • 0001648826 scopus 로고
    • Pigman, W. and Horton, D, Eds, Academic Press: New York
    • Paulsen, H.; Pflughaupt, K.-W. Glycosylamines. In The Carbohydrates. Chemistry and Biochemistry; Pigman, W. and Horton, D., Eds.; Academic Press: New York, 1980, Vol. IB, pp. 881-927.
    • (1980) The Carbohydrates. Chemistry and Biochemistry , vol.IB , pp. 881-927
    • Paulsen, H.1
  • 2
    • 84970554643 scopus 로고
    • Chemistry of nonenzymic browning. I. Reactions between amino acids, organic acids, and sugars in freeze-dried apricots and peaches
    • Anet, E.F.L.J.; Reynolds, T.M. Chemistry of nonenzymic browning. I. Reactions between amino acids, organic acids, and sugars in freeze-dried apricots and peaches. Aust. J. Chem. 1957, 10, 182-192.
    • (1957) Aust. J. Chem , vol.10 , pp. 182-192
    • Anet, E.F.L.J.1    Reynolds, T.M.2
  • 3
    • 0034463028 scopus 로고    scopus 로고
    • Lactosylation of milk proteins during the manufacture and storage of skim milk powders
    • Guyomarc'h, F.; Warin, F.; Muir, D.D.; Leaver, J. Lactosylation of milk proteins during the manufacture and storage of skim milk powders. Int. Dairy J. 2000, 10, 863-872.
    • (2000) Int. Dairy J , vol.10 , pp. 863-872
    • Guyomarc'h, F.1    Warin, F.2    Muir, D.D.3    Leaver, J.4
  • 5
    • 0042879880 scopus 로고    scopus 로고
    • Recent advances in the chemistry of Strecker degradation and Amadori rearrangement: Implications to aroma and color formation
    • Yaylayan, V.A. Recent advances in the chemistry of Strecker degradation and Amadori rearrangement: implications to aroma and color formation. Food Sci. Technol. Res. 2003, 9, 1-6.
    • (2003) Food Sci. Technol. Res , vol.9 , pp. 1-6
    • Yaylayan, V.A.1
  • 6
    • 0007727265 scopus 로고
    • Isolation and identification of Amadori compounds from miso, white wine and sake
    • Hashiba, H. Isolation and identification of Amadori compounds from miso, white wine and sake. Agric. Biol. Chem. 1978, 42, 1727-1731.
    • (1978) Agric. Biol. Chem , vol.42 , pp. 1727-1731
    • Hashiba, H.1
  • 7
    • 84996290420 scopus 로고
    • Components of Licorice root used for tobacco flavoring. I. Fractionation of the substances in Licorice root effective in improving the tobacco smoking quality
    • Nishi, H.; Morishita, I. Components of Licorice root used for tobacco flavoring. I. Fractionation of the substances in Licorice root effective in improving the tobacco smoking quality. Nippon Nogei Kagaku Kaishi 1971, 45, 507-512.
    • (1971) Nippon Nogei Kagaku Kaishi , vol.45 , pp. 507-512
    • Nishi, H.1    Morishita, I.2
  • 8
    • 0038149354 scopus 로고
    • Chemical studies on ninhydrin-positive compounds in cured tobacco leaves. Part II. Isolation of 1-deoxy-1-L-prolino-D-fructose
    • Tomita, H.; Noguchi, M.; Tamaki, E. Chemical studies on ninhydrin-positive compounds in cured tobacco leaves. Part II. Isolation of 1-deoxy-1-L-prolino-D-fructose. Agric. Biol. Chem. 1965, 29, 515-519.
    • (1965) Agric. Biol. Chem , vol.29 , pp. 515-519
    • Tomita, H.1    Noguchi, M.2    Tamaki, E.3
  • 9
    • 11844293425 scopus 로고    scopus 로고
    • Analysis of Amadori compounds by high-performance cation exchange chromatography coupled to tandem mass spectrometry
    • Davidek, T.; Kraehenbuehl, K.; Devaud, S.; Robert, F.; Blank, I. Analysis of Amadori compounds by high-performance cation exchange chromatography coupled to tandem mass spectrometry. Anal. Chem. 2005, 77, 140-147.
    • (2005) Anal. Chem , vol.77 , pp. 140-147
    • Davidek, T.1    Kraehenbuehl, K.2    Devaud, S.3    Robert, F.4    Blank, I.5
  • 10
    • 0007962642 scopus 로고
    • Detection of Maillard products in malts, beers, and brewing colorants
    • Wittmann, R.; Eichner, K. Detection of Maillard products in malts, beers, and brewing colorants. Z. Lebensmitt. Untersuch.-Forsch. 1989, 188, 212-220.
    • (1989) Z. Lebensmitt. Untersuch.-Forsch , vol.188 , pp. 212-220
    • Wittmann, R.1    Eichner, K.2
  • 11
    • 0000718833 scopus 로고
    • Novel mechanisms for the decomposition of 1-(amino acid)-1-deoxy-D-fructoses (Amadori compounds): A mass spectrometric approach
    • Yaylayan, V.A.; Sporns, P. Novel mechanisms for the decomposition of 1-(amino acid)-1-deoxy-D-fructoses (Amadori compounds): a mass spectrometric approach. Food Chem. 1987, 26, 283-305.
    • (1987) Food Chem , vol.26 , pp. 283-305
    • Yaylayan, V.A.1    Sporns, P.2
  • 13
    • 0142099669 scopus 로고
    • Pyrolysis GC/MS analysis of 1-[(2′-carboxyl)pyrrolidinyl]-1-deoxy-D-fructose (Amadori-proline)
    • Huyghues-Despointes, A.; Yaylayan, V.A.; Keyhani, A. Pyrolysis GC/MS analysis of 1-[(2′-carboxyl)pyrrolidinyl]-1-deoxy-D-fructose (Amadori-proline). J. Agric. Food Chem. 1994, 42, 2519-2524.
    • (1994) J. Agric. Food Chem , vol.42 , pp. 2519-2524
    • Huyghues-Despointes, A.1    Yaylayan, V.A.2    Keyhani, A.3
  • 14
    • 0000412887 scopus 로고
    • Kinetics of formation and thermal degradation of the fructose-proline Amadori intermediate (glucose + proline)
    • Debrauwer, L.; Vernin, G.; Metzger, J.; Sioufi, A.M.; Larice, J.L. Kinetics of formation and thermal degradation of the fructose-proline Amadori intermediate (glucose + proline). Bull. Soc. Chim. Fr. 1991, 128, 244-254.
    • (1991) Bull. Soc. Chim. Fr , vol.128 , pp. 244-254
    • Debrauwer, L.1    Vernin, G.2    Metzger, J.3    Sioufi, A.M.4    Larice, J.L.5
  • 15
    • 0008148154 scopus 로고
    • Amadori compounds: Vacuum thermolysis of 1-deoxy-1-L-prolino-D-fructose
    • Mills, F.D.; Hodge, J.E. Amadori compounds: vacuum thermolysis of 1-deoxy-1-L-prolino-D-fructose. Carbohydr. Res. 1976, 51, 9-21.
    • (1976) Carbohydr. Res , vol.51 , pp. 9-21
    • Mills, F.D.1    Hodge, J.E.2
  • 16
    • 0347909317 scopus 로고
    • Response surface methodology in flavor research - reaction of rhamnose and proline
    • Shaw, J.J.; Burris, D.; Ho, C.T. Response surface methodology in flavor research - reaction of rhamnose and proline. Perfumer Flavorist 1990, 15, 60-66.
    • (1990) Perfumer Flavorist , vol.15 , pp. 60-66
    • Shaw, J.J.1    Burris, D.2    Ho, C.T.3
  • 17
  • 18
    • 0036604839 scopus 로고    scopus 로고
    • Pyrolysis GC/MS analysi of Amadori compounds derived from selected amino acids with glucose and rhamnose
    • Coleman, W.M., III; Chung, H.L. Pyrolysis GC/MS analysi of Amadori compounds derived from selected amino acids with glucose and rhamnose. J. Anal. Appl. Pyrolysis 2002, 63, 349-366.
    • (2002) J. Anal. Appl. Pyrolysis , vol.63 , pp. 349-366
    • Coleman III, W.M.1    Chung, H.L.2
  • 19
    • 0029633806 scopus 로고
    • Crystal structure of an Amadori compounds, N-(1-deoxy-β-D-fructopyranos-1-yl)- glycine ("D-fructoseglycine")
    • Mossine, V.V.; Glinsky, G.V.; Barnes, C.L.; Feather, M.S. Crystal structure of an Amadori compounds, N-(1-deoxy-β-D-fructopyranos-1-yl)- glycine ("D-fructoseglycine"). Carbohydr. Res. 1995, 266, 5-14.
    • (1995) Carbohydr. Res , vol.266 , pp. 5-14
    • Mossine, V.V.1    Glinsky, G.V.2    Barnes, C.L.3    Feather, M.S.4
  • 20
    • 0012113568 scopus 로고
    • Interaction between two C1-X-C1′ branched ketoses: Observation of an unprecedented crystalline spiro-bicyclic hemiketal tautomer of N,N-di(1-deoxy-D-fructos-1-yl)- glycine ("difructose glycine") having open chain carbohydrate
    • Mossine, V.V.; Barnes, C.L.; Glinsky, G.V.; Feather, M.S. Interaction between two C1-X-C1′ branched ketoses: observation of an unprecedented crystalline spiro-bicyclic hemiketal tautomer of N,N-di(1-deoxy-D-fructos-1-yl)- glycine ("difructose glycine") having open chain carbohydrate. Carbohydr. Lett. 1995, 1, 355-362.
    • (1995) Carbohydr. Lett , vol.1 , pp. 355-362
    • Mossine, V.V.1    Barnes, C.L.2    Glinsky, G.V.3    Feather, M.S.4
  • 21
    • 0037176281 scopus 로고    scopus 로고
    • Acyclic tautomers in crystalline carbohydrates: The keto forms of1-deoxy-1- carboxymethylamino-D-2- pentuloses (pentulose-glycines)
    • Mossine, V.V.; Barnes, C.L.; Feather, M.S.; Mawhinney, T.P. Acyclic tautomers in crystalline carbohydrates: the keto forms of1-deoxy-1- carboxymethylamino-D-2- pentuloses (pentulose-glycines). J. Am. Chem. Soc. 2002, 124, 15178-15179.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 15178-15179
    • Mossine, V.V.1    Barnes, C.L.2    Feather, M.S.3    Mawhinney, T.P.4
  • 22
    • 33845501658 scopus 로고    scopus 로고
    • Solubility and crystal structure of N-(1-deoxy-β-D-fructopyranos-1-yl)-L-histidine monohydrate ("D-fructose-L-histidine")
    • Mossine, V.V.; Barnes, C.L.; Mawhinney, T.P. Solubility and crystal structure of N-(1-deoxy-β-D-fructopyranos-1-yl)-L-histidine monohydrate ("D-fructose-L-histidine"). Carbohydr. Res. 2007, 342, 131-138.
    • (2007) Carbohydr. Res , vol.342 , pp. 131-138
    • Mossine, V.V.1    Barnes, C.L.2    Mawhinney, T.P.3
  • 23
    • 0029589342 scopus 로고    scopus 로고
    • Kojic-Prodic, B.; Milinkovic, V.; Kidric, J.; Pristovsek, P.; Horvat, S.; Jakas, A. Synthesis and conformational analysis of the Amadori compound N-(2,3:4,5-di-O-isopropylidene-1-deoxy-β-D-fructopyranos-1-yl)-L-tyrosine benzyl ester. Carbohydr. Res. 1995, 279, 21-39.
    • Kojic-Prodic, B.; Milinkovic, V.; Kidric, J.; Pristovsek, P.; Horvat, S.; Jakas, A. Synthesis and conformational analysis of the Amadori compound N-(2,3:4,5-di-O-isopropylidene-1-deoxy-β-D-fructopyranos-1-yl)-L-tyrosine benzyl ester. Carbohydr. Res. 1995, 279, 21-39.
  • 26
    • 0036664108 scopus 로고    scopus 로고
    • Barbour, L. X-Seed, a software tool for supramolecular crystallography
    • Barbour, L. X-Seed - a software tool for supramolecular crystallography. J. Supramol. Chem. 2001, 1, 189-191.
    • (2001) J. Supramol. Chem , vol.1 , pp. 189-191
  • 27
    • 1842692143 scopus 로고
    • A general definition of ring puckering coordinates
    • Cremer, D.; Pople, J.A. A general definition of ring puckering coordinates. J. Amer. Chem. Soc. 1975, 97, 1354-1357.
    • (1975) J. Amer. Chem. Soc , vol.97 , pp. 1354-1357
    • Cremer, D.1    Pople, J.A.2
  • 28
    • 0001468303 scopus 로고    scopus 로고
    • MM3 modeling of fructose ring shapes and hydrogen bonding
    • French, A.D.; Dowd, M.K.; Reilly, P.J. MM3 modeling of fructose ring shapes and hydrogen bonding. J. Mol. Struct. (Theochem) 1997, 395-396, 271-287.
    • (1997) J. Mol. Struct. (Theochem) , vol.395-396 , pp. 271-287
    • French, A.D.1    Dowd, M.K.2    Reilly, P.J.3
  • 29
    • 0002637690 scopus 로고
    • Analysis of the MHz, p.m.r. spectra of some products of the Amadori and Heyns rearrangements
    • Altena, J.H.; van den Ouweland, G.A.M.; Teunis, C.J.; Tjan, S.B. Analysis of the MHz, p.m.r. spectra of some products of the Amadori and Heyns rearrangements. Carbohydr. Res. 1981, 92, 37-49.
    • (1981) Carbohydr. Res , vol.92 , pp. 37-49
    • Altena, J.H.1    van den Ouweland, G.A.M.2    Teunis, C.J.3    Tjan, S.B.4
  • 30
    • 0000749652 scopus 로고
    • m.r. spectroscopy of N-(l-deoxy-D-fructos-l-yl)-L-amino acids ("fructose-amino acids")
    • Röper, H.; Röper, S.; Heyns, K.; Meyer, B. N.m.r. spectroscopy of N-(l-deoxy-D-fructos-l-yl)-L-amino acids ("fructose-amino acids"). Carbohydr. Res. 1983, 116, 183-195.
    • (1983) Carbohydr. Res , vol.116 , pp. 183-195
    • Röper, H.1    Röper, S.2    Heyns, K.3    Meyer, B.N.4
  • 31
    • 0028500948 scopus 로고
    • The preparation and characterization of some Amadori compounds (1-amino-1-deoxy-D-fructose derivatives) derived from a series of aliphatic ω-amino acids
    • Mossine, V.V.; Glinsky, G.V.; Feather, M.S. The preparation and characterization of some Amadori compounds (1-amino-1-deoxy-D-fructose derivatives) derived from a series of aliphatic ω-amino acids. Carbohydr. Res. 1994, 262, 257-270.
    • (1994) Carbohydr. Res , vol.262 , pp. 257-270
    • Mossine, V.V.1    Glinsky, G.V.2    Feather, M.S.3
  • 32
    • 34547283516 scopus 로고    scopus 로고
    • Craig, D.C.; Stephenson, N.C.; Stevens, J.D. β-D-Fructopyranose · calcium chloride dihydrate. Cryst. Struct. Commun. 1974, 3, 277-281.
    • Craig, D.C.; Stephenson, N.C.; Stevens, J.D. β-D-Fructopyranose · calcium chloride dihydrate. Cryst. Struct. Commun. 1974, 3, 277-281.
  • 33
    • 0001090118 scopus 로고
    • The crystal and molecular structure of β-D-fructose, with emphasis on anomeric effect and hydrogen-bond interactions
    • Kanters, J.A.; Roelofsen, G.; Alblas, B.P.; Meinders, I. The crystal and molecular structure of β-D-fructose, with emphasis on anomeric effect and hydrogen-bond interactions. Acta Crystallogr. 1977, B33, 665-672.
    • (1977) Acta Crystallogr , vol.B33 , pp. 665-672
    • Kanters, J.A.1    Roelofsen, G.2    Alblas, B.P.3    Meinders, I.4
  • 34
    • 67249159461 scopus 로고
    • m and their errors. A comparison of the Altona-Sun-daralingam and Cremer-Pople treatment of puckering of five-membered rings
    • m and their errors. A comparison of the Altona-Sun-daralingam and Cremer-Pople treatment of puckering of five-membered rings. Acta Cryst. 1981, A37, 421-425.
    • (1981) Acta Cryst , vol.A37 , pp. 421-425
    • Rao, S.T.1    Westhof, E.2    Sundaralingam, M.3
  • 36
    • 0037246595 scopus 로고    scopus 로고
    • Manley-Harris, M.; Nicholson, B.K.; Thomson, R.A. The structure of hexa-O- acetyl-α-D-fructofuranose-β-D-fructofuranose 1,2′:2,6′ dianhydride. J. Carbohydr. Chem. 2003, 22, 1-8.
    • Manley-Harris, M.; Nicholson, B.K.; Thomson, R.A. The structure of hexa-O- acetyl-α-D-fructofuranose-β-D-fructofuranose 1,2′:2,6′ dianhydride. J. Carbohydr. Chem. 2003, 22, 1-8.
  • 37
    • 0028648427 scopus 로고    scopus 로고
    • Shalaby, A.; Fronczek, F.R.; Younathan, E.S. The configuration and conformation of di-D-fructose anhydride. I. The crystal and molecular structure of 3,4,3′,4′-tetra-O-acetyl-6,6′-di(triphenylmethyl)-di-D- fructose anhydride. I. Carbohydr. Res. 1994, 265, 207-214.
    • Shalaby, A.; Fronczek, F.R.; Younathan, E.S. The configuration and conformation of di-D-fructose anhydride. I. The crystal and molecular structure of 3,4,3′,4′-tetra-O-acetyl-6,6′-di(triphenylmethyl)-di-D- fructose anhydride. I. Carbohydr. Res. 1994, 265, 207-214.
  • 38
    • 34547289851 scopus 로고
    • Structure of allyl 1-deoxy-1-[(1-methyl-2-benzoylvinyl)amino]-α-D- fructofuranoside
    • Diánez, M.J.; López-Castro, A.; Márquez, R. Structure of allyl 1-deoxy-1-[(1-methyl-2-benzoylvinyl)amino]-α-D- fructofuranoside. Acta Cryst. 1988, C44, 657-660.
    • (1988) Acta Cryst , vol.C44 , pp. 657-660
    • Diánez, M.J.1    López-Castro, A.2    Márquez, R.3
  • 40
    • 0000211028 scopus 로고    scopus 로고
    • Structures of furanosides: Geometrical analysis of low-temperature X-ray and neutron crystal structures of five crystalline methyl pentofuranosides
    • Evdokimov, A.; Gilboa, A.J.; Koetzle, T.F.; Klooster, W.T.; Schultz, A.J.; Mason, S.A.; Albinati, A.; Frolow, F. Structures of furanosides: geometrical analysis of low-temperature X-ray and neutron crystal structures of five crystalline methyl pentofuranosides. Acta Cryst. 2001, B57, 213-220.
    • (2001) Acta Cryst , vol.B57 , pp. 213-220
    • Evdokimov, A.1    Gilboa, A.J.2    Koetzle, T.F.3    Klooster, W.T.4    Schultz, A.J.5    Mason, S.A.6    Albinati, A.7    Frolow, F.8
  • 41
    • 0001522355 scopus 로고
    • Conformations of prolyl residues in oligopeptides
    • Ashida, T.; Kakudo, M. Conformations of prolyl residues in oligopeptides. Bull. Chem. Soc. Japan 1974, 47, 1129-1133.
    • (1974) Bull. Chem. Soc. Japan , vol.47 , pp. 1129-1133
    • Ashida, T.1    Kakudo, M.2
  • 42
    • 0342469162 scopus 로고
    • Structure determination of L-proline by X-ray diffraction
    • Kayushina, R.L.; Vainshtein, B.K. Structure determination of L-proline by X-ray diffraction. Kristallografiya 1965, 10, 834-844.
    • (1965) Kristallografiya , vol.10 , pp. 834-844
    • Kayushina, R.L.1    Vainshtein, B.K.2
  • 45
    • 4243338801 scopus 로고
    • Hygric acid (I) and stahydrine (II) as their hydrochlorides
    • Jones, G.P.; Naidu, B.P.; Paleg, L.G. Hygric acid (I) and stahydrine (II) as their hydrochlorides. Acta Cryst. 1988, C44, 1669-1671.
    • (1988) Acta Cryst , vol.C44 , pp. 1669-1671
    • Jones, G.P.1    Naidu, B.P.2    Paleg, L.G.3
  • 46
    • 84986505702 scopus 로고
    • The application of molecular mechanics to the structures of carbohydrates
    • Jeffrey, G.A.; Taylor, R. The application of molecular mechanics to the structures of carbohydrates. J. Comput. Chem. 1980, 1, 99-109.
    • (1980) J. Comput. Chem , vol.1 , pp. 99-109
    • Jeffrey, G.A.1    Taylor, R.2
  • 47
    • 0001085731 scopus 로고
    • Furanose ring conformation: The application of ab initio molecular orbital calculations to the structure and dynamics of erythrofuranose and threofuranose rings
    • Serianni, A.S.; Chipman, D.M. Furanose ring conformation: the application of ab initio molecular orbital calculations to the structure and dynamics of erythrofuranose and threofuranose rings. J. Am. Chem. Soc. 1987, 109, 5297-5303.
    • (1987) J. Am. Chem. Soc , vol.109 , pp. 5297-5303
    • Serianni, A.S.1    Chipman, D.M.2
  • 48
    • 0031337212 scopus 로고    scopus 로고
    • L-Proline monohydrate at 100 K
    • Janczak, J.; Luger, P. L-Proline monohydrate at 100 K. Acta Cryst. 1997, C53, 1954-1956.
    • (1997) Acta Cryst , vol.C53 , pp. 1954-1956
    • Janczak, J.1    Luger, P.2
  • 49
    • 0001613883 scopus 로고    scopus 로고
    • Structures of furanosides: Density functional calculations and high-resolution X-ray and neutron diffraction crystal structures
    • Evdokimov, A.; Kalb, A.J.; Koetzle, T.F.; Klooster, W.T.; Martin, J.M.L. Structures of furanosides: density functional calculations and high-resolution X-ray and neutron diffraction crystal structures. J. Phys. Chem. A 1999, 103, 744-753.
    • (1999) J. Phys. Chem. A , vol.103 , pp. 744-753
    • Evdokimov, A.1    Kalb, A.J.2    Koetzle, T.F.3    Klooster, W.T.4    Martin, J.M.L.5
  • 50
    • 0001658394 scopus 로고
    • Cooperative aspects of hydrogen bonding in carbohydrates
    • Jeffrey, G.A.; Lewis, L. Cooperative aspects of hydrogen bonding in carbohydrates. Carbohydr. Res. 1978, 60, 179-182.
    • (1978) Carbohydr. Res , vol.60 , pp. 179-182
    • Jeffrey, G.A.1    Lewis, L.2
  • 51
    • 0000099580 scopus 로고
    • The crystal structure of glycylglycine hydrochloride
    • Parthasarathy, R. The crystal structure of glycylglycine hydrochloride. Acta Cryst. 1969, B25, 509-518.
    • (1969) Acta Cryst , vol.B25 , pp. 509-518
    • Parthasarathy, R.1
  • 52
    • 0343106568 scopus 로고
    • PMR investigation into the structure of some N-substituted 1-amino-l-deoxy-D-fructoses (Amadori rearrangement products). Evidence for a preferential conformation in solution
    • Tjan, S.B.; van den Ouweland, G.A.M. PMR investigation into the structure of some N-substituted 1-amino-l-deoxy-D-fructoses (Amadori rearrangement products). Evidence for a preferential conformation in solution. Tetrahedron 1974, 30, 2891-2897.
    • (1974) Tetrahedron , vol.30 , pp. 2891-2897
    • Tjan, S.B.1    van den Ouweland, G.A.M.2
  • 53
    • 34547292660 scopus 로고
    • Interaction of ketohexoses with secondary amino acids and amines
    • Heyns, K.; Paulsen, H.; Schroeder, H. Interaction of ketohexoses with secondary amino acids and amines. Tetrahedron 1961, 13, 247-257.
    • (1961) Tetrahedron , vol.13 , pp. 247-257
    • Heyns, K.1    Paulsen, H.2    Schroeder, H.3


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