CAS: 16338-48-0; H-Gly(Ally)-Oh

该化合物是一种氨基酸酸,其特征是其独特的结构,包括一个铜酸侧链,具有独特的结构.它具有一个助其特定立体化学的手艺中心,以(S)的配置为标志.该化合物是氨基酸分泌的衍生物,因其在各种生物化学过程中的作用而引人注目.它一般是白到白的晶体固体,在水中可溶解,适合生物化学研究和合成的各种应用.一个氨基氨基和一个箱酸组的存在,使它得以参与形成对蛋白合成至关重要的丙酸联结.此外,它不饱和的侧链与其他氨基酸相比,可能会产生独特的再活性和特性.作为具有潜在生物意义的化合物,可以研究其在代谢途径中的作用,或作为更复杂的分子合成的建筑块.

结构式图片

相似化合物

195316-72-4 54594-06-8 7685-44-1

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号78553-51-2 N-cbz--l-烯丙基甘氨酸 | CAS号109468-24-8 (S)-2-[N-Benzyl... | CAS号50299-14-4 2-乙酰氨基戊-4-烯酸 | CAS号1069-48-3 D-烯丙基甘氨酸 | CAS号100516-55-0 (3S,5S,6R)-4-(b... | CAS号106-95-6 烯丙基溴 | CAS号56-40-6 甘氨酸 | CAS号90600-20-7 B°C-L-烯丙基甘氨酸 | CAS号78553-51-2 N-cbz--l-烯丙基甘氨酸 | CAS号146549-21-5 Fm°C-L-烯丙基甘氨酸 | CAS号1228188-25-7 hexahydro-3,3-d... | CAS号1228188-24-6 (5aS,6aS,7aS)-3... | CAS号89985-87-5 (S)-2-((叔丁氧基羰基)...

合成工艺路线路线简述

  • 合成目标产物 L-Allylglycine 主要起始原料 Cbz-Alpha-Allyl-L-Gly
  • (文献来源)合成步骤主要原料 Cbz-Alpha-Allyl-L-Gly
N-Cbz--L-烯丙基甘氨酸置于氨,Sodium体系中,用 四氢呋喃 用作溶剂,以95%的收率获得(S)-(-)-2-氨基-4-戊烯酸
参考文献:通过含铜有机锂和有机镁试剂将丝氨酸 β-内酯转化为手性 α-氨基酸
标题:通过含铜有机锂和有机镁试剂将丝氨酸 β-内酯转化为手性 α-氨基酸
摘要:Les Amino-3 Oxetannones-2 N-Substituees Et N,N-Dissubstituees Reagissent Avec Des Organocuprates Pour Donner Des α-Aminoacides
Doi:10.1021/ja00249A031

海关参考信息

专利信息


专利号:US-2018265547-A1
优先权日:2014-07-18
标 题 :Z-selective olefin metathesis of peptides
发明人:MANGOLD SHANE L; GRUBBS ROBERT H
权利人:CALIFORNIA INST OF TECHN
摘要:The invention relates generally to the synthesis of modified amino acids and modified peptides in the presence of cyclometalated catalysts. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry.

专利号:WO-9726002-A1
优先权日:1996-01-17
标 题:Synthesis of conformationally restricted amino acids, peptides and peptidomimetics by catalytic ring closing metathesis
发明人:GRUBBS ROBERT H; MILLER J SCOTT; BLACKWELL HELEN E
权利人:CALIFORNIA INST OF TECHN
摘要:A method for synthesizing conformationally restricted amino acids, peptides, and peptidomimetics by ring closing metathesis. The method includes the steps of synthesizing a peptide precursor containing first and second unsaturated C-C bonds and contacting the peptide precursor with an RCM catalyst to yield a conformationally restricted peptide. Suitable peptide precursors may contain two or more unsaturated C-C bonds. These bonds may be olefinic bonds and may be contained in first and second alkenyl groups which may be allyl groups. The RCM catalyst may be a Ruthenium or Osmium carbene complex catalyst and more specifically, a Ruthenium or Osmium carbene complex catalyst that includes a Ruthenium or Osmium metal center that is in a +2 oxidation state, has an electron count of 16, and is pentacoordinated. The method may be carried out using solid-phase-peptide-synthesis techniques. In this embodiment, the precursor, which is anchored to a solid support, is contacted with an RCM catalyst and the product is then cleaved from the solid support to yield a conformationally restricted peptide.

专利号:US-2020354404-A1
优先权日:2019-05-09
标 题 :Peptidomimetic agents, synthesis and uses thereof
发明人:AL-ABED YOUSEF
权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
摘要:Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

专利号:US-2015148524-A1
优先权日:2012-07-06
标题:Amino acid analogues and methods for their synthesis
发明人:WANG ZHEN; ROBINSON ANDREA; SPICCIA NICOLAS DANIEL; JACKSON WILLIAM ROY
权利人:UNIV MONASH
摘要:A method for the synthesis of an amino acid analogue or a salt, solvate, derivative, isomer or tautomer thereof comprising the steps of: (i) subjecting an amino acid containing a metathesisable group to metathesis with a compound containing a complementary metathesisable group of formula (I) or (II): (Formulae (I), (II)) wherein R 1 and R 2 are independently selected from H and substituted or unsubstituted C 1 to C 4 alkyl; each R 3 is either absent or independently selected from a heteroatom, a substituted or unsubstituted C 1 to C 20 alkyl, and a substituted or unsubstituted C 1 to C 20 alkyl group interrupted by one or more heteroatoms; and each X is independently selected from H and an effector molecule; in the presence of a reagent to catalyse the metathesis to form a dicarba bridge between the amino acid containing a metathesisable group and the compound containing a complementary metathesisable group; and (ii) reducing the dicarba bridge to form a saturated dicarba bridge, wherein the reagent used to catalyse step (i) also catalyses step (ii).

专利号:US-6051704-A
优先权日:1996-07-22
标题:Synthesis of macrocyclic tetraamido-N ligands
发明人:GORDON-WYLIE SCOTT W; COLLINS TERRENCE J
权利人:UNIV CARNEGIE MELLON
摘要:New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an α or β amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the α or β amino carboxylic acid, the malonate, and the aryl diamine may all be selectively varied so that the resulting tetraamido macrocycle can be tailored to specific desired end uses. The macrocyclic tetraamide ligand may then be complexed with a metal, such as a transition metal, and preferably the middle and later transition metals, to form a robust chelate complex suitable for catalyzing oxidation reactions.

专利号:WO-2008098280-A1
优先权日:2007-02-16
标题:Methods for the synthesis of dicarba bridges in growth hormone peptides
发明人:ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
权利人:POLYCHIP PHARMACEUTICALS PTY; UNIV MONASH; ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
摘要:The invention relates to peptides comprising the carboxy terminal sequence of a growth hormone or an analogue of such a peptide in which the disulfide bridge is replaced by a dicarba bridge. Compositions containing such dicarba bridged peptides and method of treating obesity in an animal such as a human comprising administration of such dicarba bridged peptides are also disclosed.
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主要参考文献

[参考文献]: M Bottlaender, Et Al. In Vivo Modulation Of Benzodiazepine Receptor Function After Inhibition Of Endogenous Gamma-Aminobutyyric Acid Synthesis. Eur J Pharmacol. 1997 Feb 19;321(1):13-7.
[参考文献]: M Iijima, Et Al. Antidepressant And Anxiolytic Profiles Of Newly Synthesized Arginine Vasopressin V1B Receptor Antagonists: Tasp0233278 And Tasp0390325. Br J Pharmacol. 2014 Jul;171(14):3511-25.
[参考文献]: Phedias Diamandis, Et Al. Chemical Genetics Reveals A Complex Functional Ground State Of Neural Stem Cells. Nat Chem Biol. 2007 May;3(5):268-73.
[参考文献]: Tracie A Paine, Et Al. Effects Of Chronic Inhibition Of Gaba Synthesis On Attention And Impulse Control. Pharmacol Biochem Behav. 2015 Aug:135:97-104.
[参考文献]: V M Abshire, Et Al. Injection Of L-Allylglycine Into The Posterior Hypothalamus In Rats Causes Decreases In Local Gaba Which Correlate With Increases In Heart Rate. Neuropharmacology. 1988 Nov;27(11):1171-7.

合成参考文献


摘要:Hall, M.; Faber, K.; Tasnádi, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 310.
摘要:Hall, M.; Faber, K.; Tasnádi, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 305.
参考文献:10.1007/bf01388171
摘要:Meffre P. Syntheses of optically active 2-amino-4-oxobutyric acid and N,O-protected derivatives. Amino Acids. 1999;16(3-4):251–72. doi: 10.1007/bf01388171.
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