Abstract
REACTIONS of aliphatic aldehydes with amino compounds have been known for a long time1 and provide a basis not only for the manufacture of a number of commercially important materials2,3, but also for the conduct of certain biochemical and histochemical procedures4–9. Recently, it has also been shown that specific linear aliphatic aldehydes (which exist in solution as the corresponding gem-dihydroxy or aldol hydrates10) can cross-link collagen or gelatine polypeptide chains both in vitro and in vivo and thereby reproduce many of the chemical, physical and morphological features of normally ageing connective tissues11,12.
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References
Sprung, M. M., Chem. Revs., 26, 297 (1940).
Gustavson, K. H., The Chemistry of Tanning Processes (Academic Press: New York, 1956).
Wohnsiedler, H. P., Indust. and Eng. Chem., 44, 723 (1952).
Levy, M., and Silberman, D. E., J. Biol. Chem., 118, 723 (1937).
Witter, R. F., Snyder, J., and Stotz, E., J. Biol. Chem., 176, 493 (1948).
Wearn, R. B., Murry, jun., W. M., Ramsey, M. P., and Chandler, N., Anal. Chem., 20, 922 (1948).
Linko, P., Anal. Chem., 33, 1400 (1961).
Scarselli, V., Nature, 190, 1206 (1961).
Albrecht, A. M., Scher, jun., W. I., and Vogel, H. J., Anal. Chem., 34, 398 (1962).
Milch, R. A., Biochim. Biophys. Acta., 93, 45 (1964).
Milch, R. A., J. Amer. Leather Chemists' Assoc., 37, 581 (1962) Gerontologia, 7, 129 (1963); J. Surg. Res., 3, 254 (1963).
Milch, R. A., Jude, J. R., and Knaack, J., Surgery, 54, 104 (1963).
Gallagher, P. K., J. Phys. Chem., 67, 807 (1963).
Doub, L., and Vandenbelt, J. M., J. Amer. Chem. Soc., 69, 2714 (1947); 71, 2414 (1949); 77, 4535 (1955).
Maschka, A., Seim, M., and Trauer, W., Monatsh, Che., 85, 168 (1954).
Koehler, V. H., and Schiebe, S. Z., Anorg. Allgem. Chem., 285, 221 (1956).
Wearn, R. B., Murry, jun., W. M., Ramsey, M. P., and Chandler, N., Anal. Chem., 20, 922 (1948).
Crowe, jun., G. A., and Lynch, C. C., J. Amer. Chem. Soc., 70, 3795 (1948); 71, 3731 (1949); 72, 3622 (1950).
Vail, S. L., Moran, C. M., Moore, H. B., and Kullman, R. M. H., J. Org. Chem., 27, 2071 (1962).
Rich, A., and Crick, F. H. C., J. Mol. Biol., 3, 483 (1961).
Bose, S. M., and Joseph, K. T., J. Amer. Leather Chemists' Assoc., 52, 200 (1957).
Veis, A., and Drake, M. P., J. Biol. Chem., 238, 2003 (1963).
Green, R. W., J. Amer. Chem. Soc., 75, 2729 (1953).
Fleisch, H., and Neuman, W. F., J. Amer. Chem. Soc., 82, 3782 (1960); Amer. J. Physiol., 200, 1296 (1961); 203, 671 (1962).
Richelle, L. J., and Bronner, F., Biochem. Pharmacol., 12, 647 (1963).
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MILCH, R. Reaction of Collagen-cross-linking Aldehydes with Phenylenediamines. Nature 205, 1108–1110 (1965). https://doi.org/10.1038/2051108a0
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DOI: https://doi.org/10.1038/2051108a0
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