CAS: 3913-67-5; H-N-Me-Ala-Oh

该化合物是一种非蛋白性,氨基酸衍生物,其特征是氨氮在骨中的甲基化,这种改变增强了氨基氮的消毒和电子特性,使其在peptide合成和药用化学中具有价值.甲基组引入了相容限制,提高了peptide稳定性和抗酶降解的抗药性.它通常用于设计peptimitimic和生物活性化合物.该化合物通常以高纯度的白晶状粉供应,确保研究和工业应用的一贯性能.它与标准peptide混合剂的兼容性进一步便利其在固相和溶性合成中的使用.

结构式图片

相似化合物

600-21-5 29475-64-7 1142-20-7

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CAS号50-00-0 甲醛 | CAS号56-41-7 L-丙氨酸 | CAS号37661-60-2 (S)-N-Cbz-4-甲基-... | CAS号63238-82-4 BENZYL-N-METHYL... | CAS号138062-73-4 (S)-2-(2-chloro... | CAS号60522-13-6 (S)-isopropyl 2... | CAS号21691-41-8 Z-N-甲基-L-丙氨酸 | CAS号1334149-95-9 2-epi-apratoxin S4 | CAS号124-38-9 二氧化碳 | CAS号75-07-0 乙醛 | CAS号74-89-5 氨基甲烷 | CAS号35023-55-3 N-甲基-L-丙氨酸甲酯盐酸盐 | CAS号88061-66-9 D-Alanine,N-met... | CAS号2749-11-3 L-氨基丙醇 | CAS号16948-16-6 B°C-N-甲基-L-丙氨酸 | CAS号27646-78-2 2-(甲基氨基)-1-丙醇

合成工艺路线路线简述

    (S)-2-(Benzhydryl-Methyl-Amino)-Propionic Acid Benzhydryl Ester置于palladium On Activated Charcoal 氢气体系中,用 甲醇 作为反应溶剂,以91%的收率获得产物n-甲基-L-丙氨酸
    参考文献:由o'Donnell'S Schiff碱合成n-甲基氨基酸和n-烷基氨基酯的一般方法
    标题:由o'Donnell'S Schiff碱合成n-甲基氨基酸和n-烷基氨基酯的一般方法
    摘要:通过将o'Donnell'S Schiff碱氨基酯与nabh 3 Cn和甲醛或适当的ch 3 Cn或thf中的醛进行还原胺化反应,合成了n-甲基氨基酸,包括l-Abrine和n-烷基氨基酯.产量高,纯度高.
    DOI:10.1016/s0040-4039(97)01132-5

    海关参考信息

    专利信息


    专利号:US-10427126-B2
    优先权日:2015-10-28
    标题 :System and method for longitudinal analysis of peptide synthesis
    发明人:Bannen Ryan; Barilovits Sarah; PATEL JIGAR; SULLIVAN ERIC; TAN JOHN
    权利人:ROCHE SEQUENCING SOLUTIONS INC
    摘要:The present invention provides a system and method for assessing a synthetic peptide population including interrogating a population of peptide features in the presence of a receptor having an affinity for a binder sequence. The population of peptide features is synthesized over a plurality of synthesis periods and includes a plurality of control peptide features synthesized to have an amino acid sequence including the binder sequence. The control peptide features include a first feature synthesized beginning with a first one of the synthesis periods, and a second feature synthesized beginning after the first one of the synthesis periods such that synthesis of the second control peptide feature is delayed by at least one synthesis period. The method further includes detecting a signal output characteristic of an interaction of the receptor with the control peptide features, the signal output indicative of the fidelity of synthesis of the population of peptide features.

    专利号:US-2023272006-A1
    优先权日:2021-08-31
    标题:Peptidomimetics and method of synthesis thereof
    发明人:NEFZI ADEL
    权利人:NEFZI ADEL; THE FLORIDA INTERNATIONAL UNIV BOARD OF TRUSTEES
    摘要:The subject invention provides compounds, peptidomimetics, and methods of synthesis thereof. The subject invention provides the synthesis and use of guanidino acids and/or poly guanidino acids not only as vehicles for drug delivery but as toolbox for drug discovery. The peptidomimetic of the subject invention comprises oligo(guanidino acid)s or poly(guanidino acid)s with guanidines as peptide bond surrogates. The incorporation of the guanidine as amide bond surrogates offers significant differences in polarity, hydrogen bonding capability, and acid-base character.

    专利号:WO-9101724-A1
    优先权日:1989-07-27
    标题 :Renal-selective prodrugs for the treatment of hypertension
    发明人:REITZ DAVID B; KOEPKE JOHN P; BLAINE EDWARD H; SCHUH JOSEPH R; MANNING ROBERT E; SMITS GLENN J
    权利人:SEARLE & CO
    摘要:Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as depa-decarboxylase inhibitors, or as dopamine-β-hydroxylase inhibitors. These inhibitors compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kidney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-β-hydroxylase inhibitors, of which N-acetyl-Y-glutamyl fusaric acid is preferred.

    专利号:WO-9201667-A1
    优先权日:1990-07-25
    标题 :Renal-selective prodrugs for control of renal sympathetic nerve activity in the treatment of hypertension
    发明人:REITZ DAVID B; KOEPKE JOHN P; BLAINE EDWARD H; SCHUH JOSEPH R; MANNING ROBERT E; SMITS GLENN J
    权利人:SEARLE & CO
    摘要:Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as dopa-decarboxylase inhibitors, or as dopamine-β-hydroxylase inhibitors. These inhibitor compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kydney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-β-hydroxylase-inhibitors, of which N-acetyl-η-glutamyl fusaric acid hydrazide [represented in formula (a)] is preferred.

    专利号:US-5948693-A
    优先权日:1994-09-01
    标题:Solid phase synthesis of immunosuppressive agents
    发明人:RICH DANIEL H; RAMAN PRAKASH; ANGELL YVONNE M
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:The present invention relates generally to cyclosporin analogs, and more paritcularly to methods for the solid-phase synthesis and on-resin cyclization of cyclosporin analogs. Methods are described for the on-resin cyclization of sterically hindered compounds synthesized through solid phase synthesis techniques. The methods utilize solvent, temperature, and washing conditions that allow the efficient on-resin cyclization of compounds like analogs of cyclosporin A.

    专利号:US-8227571-B2
    优先权日:2007-12-11
    标题 :Insulinotropic peptide synthesis using solid and solution phase combination techniques
    发明人:CHEN LIN; HAN YEUN-KWEI; ROBERTS CHRISTOPHER R
    权利人:CHEN LIN; HAN YEUN-KWEI; ROBERTS CHRISTOPHER R; ROCHE PALO ALTO LLC
    摘要:The present invention relates to the preparation of insulinotropic peptides that are synthesized using a solid and solution phase (“hybridâ€?) approach. Generally, the approach includes synthesizing three different peptide intermediate fragments using solid phase chemistry. Solution phase chemistry is then used to add additional amino acid material to the third fragment which is then coupled to the second fragment and then the first fragment in solution. Alternatively, a different second fragment is coupled to the first fragment in the solid phase. Then, solution phase chemistry is then used to add additional amino acid material to a different third fragment. Subsequently, this different third fragment is coupled to the coupled first and different second fragment in the solution phase. The use of a pseudoproline in one of the fragments eases solid phase synthesis of that fragment and also eases subsequent solution phase coupling of this fragment to the other fragments. The present invention is very useful for forming insulinotropic peptides such as GLP-1(7-36) and its natural and non-natural counteparts.
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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):1793-1019.
    [参考文献]: C H Tan, Et Al. Inhibition Of Sodium-Dependent L-Leucine Uptake In Rat Brain Synaptosomes. Biochem Pharmacol. 1990 Mar 1;39(5):955-8.
    [参考文献]: D Gazis, Et Al. Influence Of Sarcosine Or N-Methylalanine In Position 7 On The Antagonistic Properties Of [参考文献]: G Valensin, Et Al. 1H-Nmr And 13C-Nmr Investigation Of Complexes Of Mn2+ With Ocytocin Analogues In (2H6)Dimethylsulfoxide. Eur J Biochem. 1996 Aug 15;240(1):118-24.
    [参考文献]: Iris Thondorf, Et Al. Three-Dimensional Quantitative Structure-Activity Relationship Analyses Of Substrates Of The Human Proton-Coupled Amino Acid Transporter 1 (Hpat1). Bioorg Med Chem. 2011 Nov 1;19(21):6409-18.

    合成参考文献


    参考文献:10.1021/np070346o
    摘要:Adams B, Pörzgen P, Pittman E, Yoshida WY, Westenburg HE, Horgen FD. Isolation and structure determination of malevamide E, a dolastatin 14 analogue, from the marine cyanobacterium Symploca laete-viridis. J Nat Prod. 2008 May;71(5):750–4. doi: 10.1021/np070346o.
    参考文献:10.1007/s00294-003-0479-z
    摘要:Guillemette T, Sellam A, Simoneau P. Analysis of a nonribosomal peptide synthetase gene from Alternaria brassicae and flanking genomic sequences. Curr Genet. 2004 Apr;45(4):214–24. doi: 10.1007/s00294-003-0479-z.
    参考文献:10.1021/np060063g
    摘要:Bitzer J, Gesheva V, Zeeck A. Actinomycins with altered threonine units in the beta-peptidolactone. J Nat Prod. 2006 Aug;69(8):1153–7. doi: 10.1021/np060063g.
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