TAILIEUCHUNG - Andreeßen and Steinbüchel AMB Express 2011, 1:12

Andreeßen and Steinbüchel AMB Express 2011, 1:12 MINI-REVIEW Open Access Serinol: small molecule - big impact Björn Andreeßen* and Alexander Steinbüchel Abstract The amino alcohol serinol (2-amino-1,3-propanediol) has become a common intermediate for several chemical processes. Since the 1940s serinol was used as precursor for synthesis of synthetic antibiotics (chloramphenicol). In the last years, new scopes of applications were discovered. Serinol is used for X-ray contrast agents, pharmaceuticals or for chemical sphingosine/ceramide synthesis. It can either be obtained by chemical processes based on 2-nitro-1,3-propanediol, dihydroxyacetone and ammonia, dihydroxyacetone oxime or 5-amino-1,3dioxane, or biotechnological application of amino alcohol dehydrogenases (AMDH) or transaminases. This review provides. | o AMB Express a SpringerOpen Journal AndreeBen and Steinbuchel AMB Express 2011 1 12 http content 1 1 12 MINI-REVIEW Open Access Serinol small molecule - big impact Bjorn AndreeBen and Alexander Steinbuchel Abstract The amino alcohol serinol 2-amino-1 3-propanediol has become a common intermediate for several chemical processes. Since the 1940s serinol was used as precursor for synthesis of synthetic antibiotics chloramphenicol . In the last years new scopes of applications were discovered. Serinol is used for X-ray contrast agents pharmaceuticals or for chemical sphingosine ceramide synthesis. It can either be obtained by chemical processes based on 2-nitro-1 3-propanediol dihydroxyacetone and ammonia dihydroxyacetone oxime or 5-amino-1 3-dioxane or biotechnological application of amino alcohol dehydrogenases AMDH or transaminases. This review provides a survey of synthesis properties and applications for serinol. Keywords 2-Amino-1 3-propanediol Amino alcohol Serinol Introduction 2-Amino-1 3-propanediol 1 3-dihydroxy-isopropyla-mine aminoglycerin or amino-trimethylenglykol has a molecular formula of C3H9NO2 Figure 1 belongs to the group of amino alcohols and is prochiral. As it is a structural analogue to the amino acid serine the common designation is serinol. It is very stable corrosive hygroscopic and dissolves very well in water. It has a molecular weight of g mol melts at 52 to 56 C and has a boiling point of 115 to 116 C. The term seri-nol also describes the group of C-substituted commercial analogs. As it is the case for most amino acids serinol and its derivatives are often used intermediates in several chemical applications. In many organisms mostly eukaryotic serinol derivatives function as central second messengers. In a few prokaryotes serinol occurs as an intermediate of toxin synthesis. In this paper we review the biological and chemical synthesis and applications for serinol and of some of its derivatives. Natural .

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