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1
A reaction of glucose with peptides.葡萄糖与肽的反应。
Biochem J. 1972 Aug;129(1):203-8. doi: 10.1042/bj1290203.
2
Studies on transfer ribonucleic acids and related compounds. 8(1). Further studies on aromatic phosphoramidates as a protecting group for phosphomonoesters.转移核糖核酸及相关化合物的研究。8(1)。关于芳族磷酰胺作为磷酸单酯保护基团的进一步研究。
Nucleic Acids Res. 1974 Feb;1(2):223-34. doi: 10.1093/nar/1.2.223.
3
The initiation of haemoglobin synthesis in rabbit reticulocytes.兔网织红细胞中血红蛋白合成的起始
Biochem J. 1969 Oct;115(1):113-24. doi: 10.1042/bj1150113.
4
The electrophoretic mobility of peptides on paper at pH 1.9.在pH值为1.9时，肽在纸上的电泳迁移率。
Biochem J. 1973 Dec;135(4):889-91. doi: 10.1042/bj1350889.
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[SEPARATION OF 2,4-DINITROPHENYL-AMINOACIDS BY HIGH-VOLTAGE PAPER ELECTROPHORESIS].[通过高压纸电泳分离2,4-二硝基苯基氨基酸]
J Chromatogr. 1965 May;18:331-5. doi: 10.1016/s0021-9673(01)80370-8.
6
Cisplatin-mediated selective hydrolytic cleavage of methionine-containing peptides with neighboring serine or histidine residues.顺铂介导的含甲硫氨酸且相邻残基为丝氨酸或组氨酸的肽的选择性水解切割。
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PEGylation of Val-1(alpha) destabilizes the tetrameric structure of hemoglobin.缬氨酸-1（α）的聚乙二醇化使血红蛋白的四聚体结构不稳定。
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Hemoglobin olympia ( 20 valine leads to methionine): an electrophoretically silent variant associated with high oxygen affinity and erythrocytosis.血红蛋白奥林匹亚（缬氨酸20突变为甲硫氨酸）：一种与高氧亲和力和红细胞增多症相关的电泳沉默变体。
J Clin Invest. 1973 Feb;52(2):342-9. doi: 10.1172/JCI107190.
9
The effects of a histidine residue on the C-terminal side of an asparaginyl residue on the rate of deamidation using model pentapeptides.使用模型五肽研究天冬酰胺残基C端的组氨酸残基对脱酰胺速率的影响。
J Pharm Sci. 2000 Jun;89(6):818-25. doi: 10.1002/(SICI)1520-6017(200006)89:6<818::AID-JPS14>3.0.CO;2-8.
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Synthesis, characterization and properties of uridine 5'-( -D-apio-D-furanosyl pyrophosphate).尿苷5'-（-D-阿卓-D-呋喃糖基焦磷酸）的合成、表征及性质
Biochem J. 1973 Jun;133(2):227-41. doi: 10.1042/bj1330227.

引用本文的文献

1
Direct glucosone-based synthesis and HILIC-ESI-MS/MS characterization of N-terminal fructosylated valine and valylhistidine for validation of enzymatic HbA assays in the diagnosis of diabetes mellitus.基于葡萄糖酮的直接合成及亲水作用色谱-电喷雾串联质谱法对 N-端果糖基缬氨酸和缬氨酰组氨酸的特征分析，用于验证糖尿病诊断中酶法糖化血红蛋白分析的准确性。
Anal Bioanal Chem. 2019 Dec;411(30):7967-7979. doi: 10.1007/s00216-019-02186-2. Epub 2019 Nov 22.
2
Glycosylated hemoglobin values in nondiabetic pregnant women in the third trimester and adverse fetal outcomes: An observational study.孕晚期非糖尿病孕妇的糖化血红蛋白值与不良胎儿结局：一项观察性研究。
J Family Med Prim Care. 2016 Jul-Sep;5(3):646-651. doi: 10.4103/2249-4863.197313.
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Isolation and some properties of glycated D-glyceraldehyde-3-phosphate dehydrogenase from rabbit muscle.兔肌肉糖化3-磷酸甘油醛脱氢酶的分离及其某些性质
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Acetylation of sickle cell hemoglobin by aspirin.阿司匹林对镰状细胞血红蛋白的乙酰化作用。
Proc Natl Acad Sci U S A. 1973 May;70(5):1313-5. doi: 10.1073/pnas.70.5.1313.
5
Phosphonomethyl analogues of phosphate ester glycolytic intermediates.磷酸酯糖酵解中间体的膦酰甲基类似物。
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Glycation of the human erythrocyte glucose transporter in vitro and its functional consequences.人红细胞葡萄糖转运蛋白的体外糖基化及其功能后果。
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The biosynthesis of human hemoglobin A1c. Slow glycosylation of hemoglobin in vivo.人血红蛋白A1c的生物合成。血红蛋白在体内的缓慢糖基化。
J Clin Invest. 1976 Jun;57(6):1652-9. doi: 10.1172/JCI108436.
8
[Clinical and biochemical studies on the significance and formation of hemoglobins AIc and AIa+b in diabetes mellitus].关于糖尿病中糖化血红蛋白AIc及AIa + b的意义与形成的临床及生化研究
Klin Wochenschr. 1977 Oct 1;55(19):945-54. doi: 10.1007/BF01479226.
9
Search for a biochemical basis of diabetic microangiopathy.探寻糖尿病微血管病变的生化基础。
Diabetologia. 1976 Mar;12(1):1-14. doi: 10.1007/BF01221959.
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Inhibition of erythrocyte sickling in vitro by DL-glyceraldehyde.DL-甘油醛在体外对红细胞镰变的抑制作用。
Proc Natl Acad Sci U S A. 1977 Jan;74(1):367-71. doi: 10.1073/pnas.74.1.367.

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APPLE FRUIT PECTIC SUBSTANCES.苹果果实果胶物质。
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A REACTION BETWEEN GLUCOSE AND EGG WHITE PROTEINS IN INCUBATED EGGS.孵化鸡蛋中葡萄糖与蛋清蛋白之间的反应。
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THE AMINO ACID SEQUENCE OF PSEUDOMONAS CYTOCHROME C-551.铜绿假单胞菌细胞色素C-551的氨基酸序列。
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A new N-terminal blocking group involving a Schiff base in hemoglobin AIc.血红蛋白糖化终产物中涉及席夫碱的一种新的N端封闭基团。
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葡萄糖与肽的反应。

A reaction of glucose with peptides.

作者信息

Dixon H B

出版信息

Biochem J. 1972 Aug;129(1):203-8. doi: 10.1042/bj1290203.

DOI:10.1042/bj1290203
PMID:4646775
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1174057/
Abstract

Valylhistidine (Val-His) reacts with glucose (Glc) in a mixture of pyridine and acetic acid to form glucosylvalylhistidine (Glc-Val-His). The pK of the alpha-amino group is thereby lowered to about 5.6 as judged by electrophoretic mobility. The reaction: [Formula: see text] also occurs in an aqueous solution of pyridine and acetic acid of pH6.2 at 50 degrees C, in which it exhibits a half-time of about 30h and a dissociation constant of about 0.3m. Isoleucyltyrosine and glucose react similarly in aqueous solution. The Glc-Val-His has the chromatographic, electrophoretic and chemical properties reported by Holmquist & Schroeder (1966a) for the substance released by proteolysis from the N-terminus of the beta-chains of haemoglobin A(Ic); the value of the dissociation constant means that the concentration of haemoglobin A(Ic) found naturally could be explained by reaction of haemoglobin A with the blood glucose.

摘要

缬氨酰组氨酸（Val-His）在吡啶和乙酸的混合物中与葡萄糖（Glc）反应生成葡糖基缬氨酰组氨酸（Glc-Val-His）。根据电泳迁移率判断，α-氨基的pK值由此降低至约5.6。该反应：[化学式：见原文]在50℃、pH6.2的吡啶和乙酸水溶液中也会发生，在其中其半衰期约为30小时，解离常数约为0.3m。异亮氨酰酪氨酸和葡萄糖在水溶液中反应类似。Glc-Val-His具有Holmquist和Schroeder（1966a）报道的从血红蛋白A（Ic）β链N端经蛋白水解释放出的物质的色谱、电泳和化学性质；解离常数的值意味着天然存在的血红蛋白A（Ic）的浓度可以用血红蛋白A与血糖的反应来解释。