CAS: 2521-84-8; H-Cyclopentyl-Gly-Oh

该化合物是一种非蛋白性氨基酸衍生物,具有环戊基的侧链,主要用于浸泡合成和药用化学,作为改变peptide脊椎或引入相容限制的构件;其环戊基组会增加亲脂性和成份,使其对调和peptids或小分子抑制剂的物理化学特性很有价值;该结构在药物发现方面提供了潜在的应用,特别是针对蛋白质-蛋白相互作用或改善新陈代谢稳定性,其合成多功能可以进一步功能化,使研究或药物开发能够进行有针对性的修改;该化合物通常以高纯度供应,以便进行可靠的实验再生.

结构式图片

相似化合物

2521-86-0 933-95-9 109183-72-4

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上下游产品

CAS号112741-63-6 (3S,5S,6R)-tert... | CAS号933-95-9 DL-环戊基甘氨酸 | CAS号14579-08-9 cyclopent-2-en-... | CAS号1556-18-9 碘环戊烷 | CAS号2521-83-7 乙酰基氨基-环戊基-乙酸 | CAS号109183-72-4 B°C-L-环戊基甘氨酸

合成工艺路线路线简述

    碘代环戊烷置于palladium Dichloride 氢气,Lithium Hexamethyldisilazane体系中,用 四氢呋喃,甲醇,六甲基磷酰三胺 用作溶剂,-78.0~20.0 °C,413.68 Kpa 条件下,反应 50.0H,反应生成L-环戊基甘氨酸
    参考文献:通过甘氨酸烯醇盐等效物的非对映选择性烷基化有效合成fmoc-1-环戊基甘氨酸
    标题:通过甘氨酸烯醇盐等效物的非对映选择性烷基化有效合成fmoc-1-环戊基甘氨酸
    摘要:用环戊基碘化物将苄基(2 R,3 S)-(-)-6-氧代-2,3-二苯基-4-吗啉羧酸酯(1)衍生的烯醇化物进行立体选择性烷基化,得到抗α-单取代产物苄基(2 R,3 S,5 S)-(-)-6-氧代-2,3-二苯基-5-环戊基-4-吗啉代羧酸盐(3),产率为60%.在pdcl 2上的催化氢解裂解了辅助环系统,以84%的收率获得了1-环戊基甘氨酸(4).随后用fmoc-Osu保护α-氨基官能团以高收率得到了fmoc-1-环戊基甘氨酸(5).
    Doi:10.1016/s0040-4039(03)00370-8

    海关参考信息

    专利信息


    专利号:US-2022356484-A1
    优先权日:2019-09-06
    标 题:Genetic modification of plants
    发明人:BERMAN JAMES
    权利人:BERMAN DR JAMES
    摘要:Gene editing complexes are specifically directed to cannabinoid sequences, such as tetrahydrocannabinol (THC), for excision or inactivation of these sequences. The disclosure is directed to the inhibition of synthesis of THC in a cannabis plant. In doing so, THC would never become an active compound within the plant chemistry and chemotype, thereby eliminating the chance of CBD extracts being contaminated with THC.

    专利号:US-2016319312-A1
    优先权日:2013-07-29
    标 题 :Synthesis method for l-cyclic alkyl amino acid and pharmaceutical composition having thereof
    发明人:HONG HAO; ZHENG CHANGSHENG; GUO LINA
    权利人:ASYMCHEM LABORATORIES (TIANJIN) CO LTD; ASYMCHEM LIFE SCIENCE (TIANJIN) CO LTD; TIANJIN ASYMCHEM PHARMACEUTICAL CO LTD; ASYMCHEM LABORATORIES (FUXIN) CO LTD; JILIN ASYMCHEM LABORATORIES CO LTD
    摘要:A synthesis method for L-cyclic alkyl amino acid and a pharmaceutical composition having the said amino acid are provide in the present disclosure provides. The synthesis method comprises: step A.) preparing a cyclic alkyl keto acid or a cyclic alkyl keto acid salt having Structural Formula (I) or Structural Formula (II), and step B.) mixing the cyclic alkyl keto acid or the cyclic alkyl keto acid salt with ammonium formate, a leucine dehydrogenase, a formate dehydrogenase and a coenzyme NAD + , and carrying out a reductive amination reaction to generate the L-cyclic alkyl amino acid, wherein the Structural Formula (I) is n n n n n n n n n n where n 1 ≧1, m 1 ≧0 and the M 1 is H or a monovalent cation; the Structural Formula (II) is n n n n n n n n n n where n 2 ≧0, m 2 ≧0, the M 2 is H or a monovalent cation, an amino acid sequence of the leucine dehydrogenase is SEQ ID No.1.

    专利号:US-9549972-B2
    优先权日:2010-08-18
    标 题 :MHC-I restricted epitopes containing non-natural amino acid residues
    发明人:KYLE DONALD J; SOLTIS DANIEL A; TUSSEY LYNDA G
    权利人:PURDUE PHARMA LP
    摘要:The invention provides for the synthesis of more effective generators of a T-cell immune response by providing peptide derivatives that are MHC class I-restricted antigens. The peptide derivatives of the present invention are prepared or derived from a parent peptide of 8 to 11 amino acid residues in length, wherein the peptide derivative contains a non-natural amino acid substituted in place of a naturally-occurring amino acid residue at one or more primary anchor positions in the parent peptide or at position 6, position 7, or the C-terminus.

    专利号:US-2016158307-A1
    优先权日:2014-04-04
    标题:Potent and Efficient Cytotoxic Peptides and Antibody-Drug Conjugates thereof and Their Synthesis
    发明人:HU SHANGHUI; ZHAO LUCY XIUMIN; NING JINYING; TIAN XUFANG; LI CHAO; HU WEI; LIU XU; HU BONNIE Y
    权利人:HU SHANGHUI; ZHAO LUCY XIUMIN; NING JINYING; TIAN XUFANG; LI CHAO; HU WEI; LIU XU; HU BONNIE Y; ACES PHARMA INC
    摘要:The present invention provides a family of novel cytotoxic pentapeptides, which show potent antitumor activities against several cancer lines. The antibody-drug conjugates prepared from those pentapeptides can efficiently kill cancer cells.

    专利号:US-9260478-B2
    优先权日:2014-04-04
    标 题 :Potent and efficient cytotoxic peptides and antibody-drug conjugates thereof and their synthesis
    发明人:HU SHANGHUI; ZHAO LUCY XIUMIN; NING JINYING; TIAN XUFANG
    权利人:HU SHANGHUI; ZHAO LUCY XIUMIN; NING JINYING; TIAN XUFANG
    摘要:The present invention provides a family of novel cytotoxic pentapeptides, which show potent antitumor activities against several cancer lines. The antibody-drug conjugates prepared from those pentapeptides can efficiently kill cancer cells.

    专利号:CN-116555024-B
    优先权日:2023-07-07
    标题:Devices and methods for continuous synthesis of unnatural amino acids
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

    合成参考文献


    摘要:Wolkenberg, S. E.; Garbaccio, R. M., Science of Synthesis, (2007) 20, 393.
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