CAS: 15387-45-8; Boc-Gln-Op

该化合物是被广泛用于peptide合成的受保护的氨基酸衍生物,三丁基碳基(Boc)组提供暂时的N终点保护,而p-notrocycyl(ONp)ester(ONP)组则作为活性碳oxyll 组,促进高效的混合反应.该化合物对于将含糖胺残留引入含有高选择性和最低种族分解的浸泡链特别有用.其晶体形式确保了稳定的纯度和处理稳定性.Bec-Gln-ONp与标准的固态和溶液相合成程序兼容,使它成为医学化学和生物融合研究者的可靠选择.建议在水下妥善储存以保持再活性.

结构式图片

相似化合物

2592-19-0 74086-23-0 3196-71-2

上下游产品

CAS号13726-85-7 B°C-L-谷氨酰胺 | CAS号7693-46-1 对硝基苯基氯甲酸酯 | CAS号24277-35-8 N-ALPHA-T-B°C-L... | CAS号658-78-6 2,2,2-三氟乙酸(4-硝基苯基)酯 | CAS号100-02-7 对硝基苯酚 | CAS号100-02-7 对硝基苯酚 | CAS号4976-88-9 甲基(叔丁氧羰基)-L-谷氨酰胺

合成工艺路线路线简述

    N-Alpha-叔丁氧羰基-L-谷氨酰胺二环己基铵盐,对硝基三氟乙酸苯酯置于吡啶体系中,化学反应 0.3H,以78%的收率获得2-叔丁氧羰基氨基-4-氨基甲酰基丁酸 4-硝基苯酯
    参考文献:Meldal; Kindtler,Acta Chemica Scandinavica. Series B: Organic Chemistry And Biochemistry,1986,Vol. 40,# 4,P. 235-241
    标题:Meldal; Kindtler,Acta Chemica Scandinavica. Series B: Organic Chemistry And Biochemistry,1986,Vol. 40,# 4,P. 235-241

    海关参考信息

    专利信息


    专利号:US-4704450-A
    优先权日:1983-02-21
    标 题 :Synthesis of hpGRF(Somatocrinin) in liquid phase and intermediate peptides
    发明人:DIAZ JOSEPH; DEMARNE HENRI; RONCUCCI ROMEO; SCHMELCK PAUL-HENRY
    权利人:SANOFI SA
    摘要:The invention relates to synthesis of hpGRF (Somatocrinin) in liquid phase and to intermediate peptides, comprising: coupling, one after the other and in the order of the sequence of the GRF, the fragments in which: (a) the side acid functions of the aspartic and glutamic acids and the side amine function of the lysine are protected by protector groups stable in the conditions of deprotection of the group Boc, (b) the guanidine function of the arginine is protected by protonation, and (c) the N-terminal amino acid is protected on the amine by the Boc group; selectively eliminating the group Boc from the N-terminal amine of the peptide in phase of elongation by hydrolysis with trifluoroacetic acid, said coupling being effected in an aprotic polar solvent and eliminating, at the end of sequence, all the protector groups by hydrolysis with the aid of a 0.1 to 1M solution of methanesulfonic or trifluoromethanesulfonic acid in trifluoroacetic acid.

    专利号:US-4581168-A
    优先权日:1983-02-21
    标题:Synthesis of hpGRF (Somatocrinin) in liquid phase and intermediate peptides
    发明人:DIAZ JOSEPH; DEMARNE HENRI; RONCUCCI ROMEO; SCHMELCK PAUL-HENRY
    权利人:SANOFI SA
    摘要:The invention relates to synthesis of hpGRF (Somatocrinin) in liquid phase and to intermediate peptides, comprising:--coupling, one after the other and in the order of the sequence of the GRF, the fragments in which: (a) the side acid functions of the aspartic and glutamic acids and the side amine function of the lysine are protected by protector groups stable in the conditions of deprotection of the group Boc, (b) the guanidine function of the arginine is protected by protonation, and (c) the N-terminal amino acid is protected on the amine by the Boc group;--selectively eliminating the group Boc from the N-terminal amine of the peptide in phase of elongation by hydrolysis with trifluoroacetic acid, said coupling being effected in an aprotic polar solvent and--eliminating, at the end of sequence, all the protector groups by hydrolysis with the aid of a 0.1 to 1M solution of methanesulfonic or trifluoromethanesulfonic acid in trifluoroacetic acid.

    专利号:US-4797469-A
    优先权日:1984-07-10
    标 题:Synthesis of hGRF (Somatocrinin) in liquid phase and intermediate peptides
    发明人:DIAZ JOSEPH; DEMARNE HENRI; RONCUCCI ROMEO; SCHMELCK PAUL-HENRY
    权利人:SANOFI SA
    摘要:A process for the synthesis, in liquid phase and by fragments, of hGRF 1-44 and hGRF 1-40. This process consists in coupling, one after the other and in the order of the sequence of the GRF, (1) on the one hand, the following fragments: -H-Ala-Arg-Ala-Arg-Leu-NH2 called Fragment A hGRF (40-44) or - alaninamide (40) -H-Gln-Glu-Arg-Gly-OH called Fragment B'1 hGRF (36-39) -H-Glu-Ser-Asn-OH called Fragment B'2 hGRF (33-35) -H-Ser-Arg-Gln-Gln-Gly-OH called Fragment C hGRF (28-32) -H-Leu-Gln-Asp-Ile-Met-OH called Fragment D' hGRF (23-27) -H-Arg-Lys-Leu-OH called Fragment E'1 hGRF (20-22) - to obtain the peptide K1 [(hGRF (20-44)] on the corresponding peptide having the sequence (20-40) and (2) on the other hand, the following fragments: -H-Gln-Leu-Ser-Ala called Fragment F1 hGRF (16-19) -H-Tyr-Arg-Lys-Val-Leu-Gly OH called Fragment G1 hGRF (10-15) -H-Ile-Phe-Thr-Asn-Ser-OH called Fragment H1 hGRF (5-9) - to obtain the peptide J [hGRF (5-19)] and thereafter to couple together the peptides J and K1 in order to form the peptide having the sequence hGRF (5-44) or hGRF (5-40) and finally to couple the resulting peptide with the peptide H-Tyr-Ala-Asp-Ala-OH, called fragment I hGRF (1-4).

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-4105602-A
    优先权日:1975-02-10
    标 题 :Synthesis of peptides with parathyroid hormone activity
    发明人:COLESCOTT ROBERT L; TREGEAR GEOFFREY W
    权利人:ARMOUR PHARMA
    摘要:Resin peptides useful in the preparation of peptides having biological activity, and particularly such resin peptides containing R--CH 2 --O--Phe--Asn at one end of an amino acid chain, R being the resin and Phe and Asn being the residues of the amino acids phenylalanine and asparagine; and processes for the preparation of such resin peptides. Resin peptides are disclosed which contain amino acid chains identical with the amino acid chains of natural peptides having biological activity. Other resin peptides are disclosed which contain amino acid chains in which the amino acid residues differ in kind and sequence from amino acid chains of natural biologically active peptides but from which peptides having biological acitivity may be derived.

    专利号:US-4212795-A
    优先权日:1978-11-13
    标题:Cyclization of peptides
    发明人:HUGHES JOHN L; LIU ROBERT C; SEYLER JAY K
    权利人:ARMOUR PHARMA
    摘要:The synthesis of a disulfide cyclic peptide by preparing an intermediate peptide containing two cysteine moieties, each of which is protected by an n-alkylthio group, or when one of such moieties is in an amino terminal position, this one moiety may be protected by a cysteine group while the other is protected by an n-alkylthio group, and placing such intermediate peptide in a solution substantially free of oxygen and preferably at a pH of from 5 to 10 until rearrangement has taken place, to yield a cyclic disulfide peptide. The disclosure also embraces said intermediate peptides as new compounds and the processes by which they are prepared.
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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Synthesis Of Four Peptide Derivatives To Build The Sequence Corresponding To 31-53 Of Human Epidermal Growth Factor (H-Egf)
    作者:Song Yub Shin,Yukihiko Kaburaki,Masanori Watanabe,Eisuke Munekata |发布日期:1992.1
    摘要:For The Classical Solution Synthesis Of Human Epidermal Growth Factor (H-Egf), Four Protected Peptide Derivatives, Boc-Lys(Cl-Z)-Trp-Trp-Glu(Ochex)-Leu-Arg(Tos)-Obzl (5), Boc-Glu(Ochex)-Arg(Tos)-Cys(Mebzl)-Gln-Tyr(Br-Z)-Arg(Tos)-Asp(Ochex)-Leu-Oh (13), Boc-Tyr(Br-Z)-Ile-Gly-Oh (16), And Boc-Cys(Mebzl)-Asn-Cys(Mebzl)-Val-Val-Gly-Oh (22) Were Synthesized To Build Up The Sequence Corresponding To 31-53.

    合成参考文献


    摘要:Lubell, W. D.; Blankenship, J. W.; Fridkin, G.; Kaul, R., Science of Synthesis, (2005) 21, 750.
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