Serinol: small molecule - big impact

被引：36

作者：

Andreessen, Bjoern ^{[1
]}

Steinbuechel, Alexander ^{[1
]}

机构：

[1] Univ Munster, Inst Mol Mikrobiol & Biotechnol, D-48149 Munster, Germany

来源：

AMB EXPRESS | 2011年 / 1卷

关键词：

2-Amino-1; 3-propanediol; Amino alcohol; Serinol; (MASKED)SERINOLS MOLECULES; BUILDING-BLOCKS; RHIZOBITOXINE; CERAMIDE; BIOMOLECULES; DERIVATIVES; EXPRESSION; APOPTOSIS; SEQUENCE; GENES;

D O I：

10.1186/2191-0855-1-12

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

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.

引用

页码：1 / 6

页数：6

共 46 条

[31] STRUCTURE OF RHIZOBITOXINE, AN ANTIMETABOLIC ENOL-ETHER AMINO-ACID FROM RHIZOBIUM-JAPONICUM [J].

OWENS, LD ;

WILLIAMS, T ;

THOMPSON, JF ;

PITCHER, RG .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (12) :714-&

[32]

Pfeiffer H., 1980, U.S. Patent, Patent No. [US4,221,740, 4221740, 4221740 (A)]

[33]

Piloty O., 1897, BER DTSCH CHEM GES, V30, P2057

[34]

Quirk JM, 1989, European patent, Patent No. [0348223 (A2), 0348223]

[35] BRADYRHIZOBIUM-JAPONICUM RHIZOBITOXINE GENES AND PUTATIVE ENZYME FUNCTIONS - EXPRESSION REQUIRES A TRANSLATIONAL FRAMESHIFT [J].

RUAN, XA ;

ZHANG, CS ;

PETERS, NK .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (07) :2641-2645

[36] ISOLATION AND CHARACTERIZATION OF RHIZOBITOXINE MUTANTS OF BRADYRHIZOBIUM-JAPONICUM [J].

RUAN, XA ;

PETERS, NK .

JOURNAL OF BACTERIOLOGY, 1992, 174 (11) :3467-3473

[37] On some derivatives of trimethylen glycole [J].

Schmidt, E ;

Wilkendorf, R .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1919, 52 :389-399

[38] Oxazine formation by MsCl/Et3N as a convenient tool for the stereochemical interconversion of the hydroxyl group in N-acetyl 1,3-aminoalcohols.: Asymmetric synthesis of N-acetyl L-xylo- and L-arabino-phytosphingosines [J].

Singh, OV ;

Kampf, DJ ;

Han, HS .

TETRAHEDRON LETTERS, 2004, 45 (39) :7239-7242

[39] Complete genome sequence of Methanobacterium thermoautotrophicum Delta H: Functional analysis and comparative genomics [J].

Smith, DR ;

DoucetteStamm, LA ;

Deloughery, C ;

Lee, HM ;

Dubois, J ;

Aldredge, T ;

Bashirzadeh, R ;

Blakely, D ;

Cook, R ;

Gilbert, K ;

Harrison, D ;

Hoang, L ;

Keagle, P ;

Lumm, W ;

Pothier, B ;

Qiu, DY ;

Spadafora, R ;

Vicaire, R ;

Wang, Y ;

Wierzbowski, J ;

Gibson, R ;

Jiwani, N ;

Caruso, A ;

Bush, D ;

Safer, H ;

Patwell, D ;

Prabhakar, S ;

McDougall, S ;

Shimer, G ;

Goyal, A ;

Pietrokovski, S ;

Church, GM ;

Daniels, CJ ;

Mao, JI ;

Rice, P ;

Nolling, J ;

Reeve, JN .

JOURNAL OF BACTERIOLOGY, 1997, 179 (22) :7135-7155

[40] Rhizobitoxine production in Agrobacterium tumefaciens C58 by Bradyrhizobium elkanii rtxACDEFG genes [J].

Sugawara, Masayuki ;

Haramaki, Ryota ;

Nonaka, Satoko ;

Ezura, Hiroshi ;

Okazaki, Shin ;

Eda, Shima ;

Mitsui, Hisayuki ;

Minamisawa, Kiwamu .

FEMS MICROBIOLOGY LETTERS, 2007, 269 (01) :29-35

← 1 2 3 4 5 →