某些羟基氨基酸向其他氨基酸的转化。
Transformation of some hydroxy amino acids to other amino acids.
作者信息
Choughuley A S, Subbaraman A S, Kazi Z A, Chadha M S
出版信息
Orig Life. 1975 Oct;6(4):527-35. doi: 10.1007/BF00928900.
PMID:1208100
Abstract
It has been observed that beta-hydroxy-alpha-amino acids are transformed into other amino acids, when heated in dilute solutions with phosphorous acid, phosphoric acid or their ammonium salts. It has been shown that as in the case of previously reported glycine-aldehyde reactions, glycine also reacts with acetone to give beta-hydroxyvaline under prebiologically feasible conditions. It is suggested, therefore, that the formation of beta-hydroxy-alpha-amino acids and their transformation to other amino acids may have been a pathway for the synthesis of amino acids under primitive earth conditions.
摘要
据观察，β-羟基-α-氨基酸在与亚磷酸、磷酸或它们的铵盐的稀溶液中加热时会转化为其他氨基酸。研究表明，如同先前报道的甘氨酸与醛的反应一样，在生命起源前可行的条件下，甘氨酸也会与丙酮反应生成β-羟基缬氨酸。因此，有人提出，β-羟基-α-氨基酸的形成及其向其他氨基酸的转化可能是原始地球条件下氨基酸合成的一条途径。
相似文献
1
Transformation of some hydroxy amino acids to other amino acids.某些羟基氨基酸向其他氨基酸的转化。
Orig Life. 1975 Oct;6(4):527-35. doi: 10.1007/BF00928900.
2
Formation of amino acids on heating glycine with alumina.用氧化铝加热甘氨酸形成氨基酸。
Orig Life. 1977 Apr;8(1):13-9. doi: 10.1007/BF00930934.
3
Threonine aldolases-screening, properties and applications in the synthesis of non-proteinogenic beta-hydroxy-alpha-amino acids.苏氨酸醛缩酶的筛选、性质及其在非蛋白源β-羟基-α-氨基酸合成中的应用。
Appl Microbiol Biotechnol. 2010 Sep;88(2):409-24. doi: 10.1007/s00253-010-2751-8. Epub 2010 Aug 4.
4
Reactions of aminomalononitrile with electrophiles.氨基丙二腈与亲电试剂的反应。
J Mol Evol. 1975 Dec 31;7(1):65-73. doi: 10.1007/BF01732180.
5
Cyanamide mediated syntheses under plausible primitive earth conditions. III. Synthesis of peptides.氰胺在似原始地球条件下介导的合成。III. 肽的合成。
J Mol Evol. 1977 Dec 29;10(3):211-20. doi: 10.1007/BF01764596.
6
Asymmetric synthesis of beta-hydroxy amino acids via aldol reactions catalyzed by chiral ammonium salts.通过手性铵盐催化的羟醛反应实现β-羟基氨基酸的不对称合成。
J Org Chem. 2004 Sep 17;69(19):6489-92. doi: 10.1021/jo049283u.
7
Specific sulfonation of tyrosine, tryptophan and hydroxy-amino acids in peptides.肽中酪氨酸、色氨酸和羟基氨基酸的特异性磺化作用。
Biochim Biophys Acta. 1979 Dec 14;581(2):276-82. doi: 10.1016/0005-2795(79)90247-2.
8
Direct organocatalytic asymmetric aldol reactions of alpha-amino aldehydes: expedient syntheses of highly enantiomerically enriched anti-beta-hydroxy-alpha-amino acids.α-氨基醛的直接有机催化不对称羟醛反应：高效合成对映体高度富集的反式-β-羟基-α-氨基酸
Org Lett. 2004 Sep 30;6(20):3541-4. doi: 10.1021/ol0485417.
9
Synthesis of alpha-amino acids via asymmetric phase transfer-catalyzed alkylation of achiral nickel(II) complexes of glycine-derived Schiff bases.通过甘氨酸衍生席夫碱的非手性镍（II）配合物的不对称相转移催化烷基化合成α-氨基酸。
J Am Chem Soc. 2003 Oct 22;125(42):12860-71. doi: 10.1021/ja035465e.
10
[Amino acids. 8. Peptide synthesis with (+-) 5-hydroxy-2-pyridylglycine ((+-) pyg (5-OH)), a new heterocyclic substituted amino acid].[氨基酸。8. 用（±）5-羟基-2-吡啶基甘氨酸（（±）pyg（5-OH））进行肽合成，一种新的杂环取代氨基酸]
Arch Pharm (Weinheim). 1987 Jun;320(6):546-53. doi: 10.1002/ardp.19873200612.
引用本文的文献
1
A study of the interaction of glycine and its oligohomopeptides with formaldehyde and acetaldehyde under possible primitive earth conditions.一项关于在可能的原始地球条件下甘氨酸及其寡聚同型肽与甲醛和乙醛相互作用的研究。
Orig Life. 1983 Dec;13(2):97-108. doi: 10.1007/BF00928887.
本文引用的文献
1
[Synthesis of aliphatic 2-amino-3-hydroxy acids and separation of their diastereoisomers with the aid of copper chelates].[脂肪族2-氨基-3-羟基酸的合成及其非对映异构体借助铜螯合物的分离]
Hoppe Seylers Z Physiol Chem. 1961 Dec 29;327:41-8.
2
A COINCIDENCE TECHNIC FOR PAPER CHROMATOGRAPHY.纸色谱法的一种重合技术。
Nature. 1964 Apr 25;202:393-4. doi: 10.1038/202393a0.
3
Studies on hydroxyamino acids. I. Synthesis of some alpha-alkylated serines.羟基氨基酸的研究。I. 某些α-烷基化丝氨酸的合成。
Arch Biochem Biophys. 1960 Oct;90:254-9. doi: 10.1016/0003-9861(60)90577-4.
4
Organic compound synthesis on the primitive earth.原始地球上的有机化合物合成。
Science. 1959 Jul 31;130(3370):245-51. doi: 10.1126/science.130.3370.245.
5
A synthesis and resolution of DL-serine.DL-丝氨酸的合成与拆分
Arch Biochem Biophys. 1959 Jul;83(1):1-9. doi: 10.1016/0003-9861(59)90003-7.
6
Phosphorylation with inorganic phosphates at moderate temperatures.在适度温度下用无机磷酸盐进行磷酸化。
Science. 1967 Aug 25;157(3791):952. doi: 10.1126/science.157.3791.952.
7
Synthesis of valine and isoleucine in primitive earth conditions.原始地球条件下缬氨酸和异亮氨酸的合成。
Nature. 1969 Mar 22;221(5186):1152-3. doi: 10.1038/2211152a0.
8
Current status of chemical studies on the origin of life.生命起源的化学研究现状。
Space Life Sci. 1968 Mar;1(1):64-96. doi: 10.1007/BF00924231.
9
Reactions of aldehydes with glycine as possible prebiotic events.醛与甘氨酸的反应作为可能的益生元事件。
Indian J Biochem Biophys. 1972 Sep;9(3):268-9.
10
Methyleneaminoacetonitrile: possible role in chemical evolution.亚甲基氨基乙腈：在化学进化中的可能作用。
Indian J Biochem Biophys. 1972 Jun;9(2):144-7.
Zotero 插件