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N-乙酰胞壁酰-L-丙氨酰-D-谷氨酸-α-酰胺（MDP）或-α-甲酯衍生物的合成，其在肽链C末端带有一个亲脂性基团。

Synthesis of N-acetyl-muramyl-L-alanyl-D-glutamic-alpha-amide(MDP) or -alpha-methyl ester derivatives, bearing a lipophilic group at the C-terminal peptide end.

作者信息

Lefrancier P, Petitou M, Level M, Derrien M, Choay J, Lederer E

出版信息

Int J Pept Protein Res. 1979;14(5):437-44. doi: 10.1111/j.1399-3011.1979.tb01954.x.

DOI:10.1111/j.1399-3011.1979.tb01954.x
PMID:536111
Abstract

We report the synthesis of nine lipophilic derivatives of N-acetyl-muramyl-L-alanyl-D-glutamic-alpha-amide (MDP) or -alpha-methyl ester in which the gamma-carboxyl function of the D-glutamyl residue is either esterified by a medium chain alcohol or substituted by an L-alanyl residue esterified by a medium or long chain alcohol. A new method is described which easily allows one to obtain derivatives of MDP, bearing a free or substituted amino-acyl or peptidyl residue on the gamma-carboxyl function.

摘要

我们报道了九种N-乙酰基-胞壁酰-L-丙氨酰-D-谷氨酸-α-酰胺（MDP）或-α-甲酯的亲脂性衍生物的合成，其中D-谷氨酰残基的γ-羧基官能团要么被中链醇酯化，要么被被中链或长链醇酯化的L-丙氨酰残基取代。本文描述了一种新方法，该方法能轻松获得在γ-羧基官能团上带有游离或取代的氨基酰基或肽基残基的MDP衍生物。

相似文献

1
Synthesis of N-acetyl-muramyl-L-alanyl-D-glutamic-alpha-amide(MDP) or -alpha-methyl ester derivatives, bearing a lipophilic group at the C-terminal peptide end.N-乙酰胞壁酰-L-丙氨酰-D-谷氨酸-α-酰胺（MDP）或-α-甲酯衍生物的合成，其在肽链C末端带有一个亲脂性基团。
Int J Pept Protein Res. 1979;14(5):437-44. doi: 10.1111/j.1399-3011.1979.tb01954.x.
2
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Analysis of the antigenic relationship of various derivatives of n-acetyl-muramyl-l-ala-d-isoglutamine (MDP), using anti-MDP antibodies.使用抗MDP抗体分析N-乙酰-胞壁酰-L-丙氨酰-D-异谷氨酰胺（MDP）各种衍生物的抗原关系。
Mol Immunol. 1982 May;19(5):737-45. doi: 10.1016/0161-5890(82)90375-3.

引用本文的文献

1
Immunostimulant activities of a lipophilic muramyl dipeptide derivative and of desmuramyl peptidolipid analogs.一种亲脂性胞壁酰二肽衍生物和去胞壁酰肽脂类似物的免疫刺激活性。
Infect Immun. 1980 Mar;27(3):826-31. doi: 10.1128/iai.27.3.826-831.1980.
2
Comparison of immunomodulatory activities in mice and guinea pigs of a synthetic desmuramyl peptidolipid triglymyc.合成去 muramyl 肽脂 Triglymyc 在小鼠和豚鼠体内免疫调节活性的比较。
Infect Immun. 1984 Mar;43(3):870-5. doi: 10.1128/iai.43.3.870-875.1984.
3
Effects of natural or synthetic microbial adjuvants on induction of autoimmune thyroiditis.
天然或合成微生物佐剂对自身免疫性甲状腺炎诱导的影响。
Infect Immun. 1985 Jul;49(1):40-5. doi: 10.1128/iai.49.1.40-45.1985.