A Comparison of the Effects of Amide and Acid Groups at the C-Terminus on the Collision-Induced Dissociation of Deprotonated Peptides
A Comparison of the Effects of Amide and Acid Groups at the C-Terminus on the Collision-Induced Dissociation of Deprotonated Peptides
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C 末端酰胺基和酸基对去质子化肽碰撞诱导解离的影响比较
DOI：
10.1007/s13361-012-0431-x
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发表时间：
2012
影响因子：
3.2
通讯作者：
C. Cassady
中科院分区：
文献类型：
--
作者：
S. S. Bokatzian‐Johnson;Michele L. Stover;D. Dixon;C. Cassady
利用低能碰撞诱导解离和高水平计算理论研究了肽酰胺和游离酸的解离行为。使用正离子和负离子模式，但对于去质子化物质观察到最深刻的差异。去质子化肽酰胺产生特征cm-2-产物离子（其中m是肽中残基的数量），其在类似肽酸谱中不存在或丰度低。肽酸显示出增强的cm-3-的形成;然而，这通常不像酰胺的cm-2-生产那样明显。酰胺特异性产物离子的最显著出现是层粘连蛋白酰胺（YIGSR-NH 2），并且使用几种修饰的肽研究了这种情况。提出了六元环和九元环的形成机理，并利用G3（MP2）分子轨道理论计算研究了它们的能量性质。例如，在五甘氨酸酰胺的C-末端去质子化的情况下，形成cm-2-和6-元环二酮哌嗪中性需要>31.6 kcal/mol，这比涉及肽酸的类似方法少26.1 kcal/mol。在负离子模式下肽酰胺的末端基团特异性片段化可用于在蛋白质组学应用中鉴定此类基团。
The dissociative behavior of peptide amides and free acids was explored using low-energy collision-induced dissociation and high level computational theory. Both positive and negative ion modes were utilized, but the most profound differences were observed for the deprotonated species. Deprotonated peptide amides produce a characteristic cm–2– product ion (where m is the number of residues in the peptide) that is either absent or in low abundance in the analogous peptide acid spectrum. Peptide acids show an enhanced formation of cm–3–; however, this is not generally as pronounced as cm–2– production from amides. The most notable occurrence of an amide-specific product ion is for laminin amide (YIGSR-NH2) and this case was investigated using several modified peptides. Mechanisms involving 6- and 9-membered ring formation were proposed, and their energetic properties were investigated using G3(MP2) molecular orbital theory calculations. For example, with C-terminal deprotonation of pentaglycine amide, formation of cm–2– and a 6-membered ring diketopiperazine neutral requires >31.6 kcal/mol, which is 26.1 kcal/mol less than the analogous process involving the peptide acid. The end group specific fragmentation of peptide amides in the negative ion mode may be useful for identifying such groups in proteomic applications.
具有一个碱性残基的模型七肽的正离子和负离子碰撞诱导解离的比较。
DOI：
10.1002/jms.1715
发表时间：
2010
期刊：
Journal of mass spectrometry : JMS
影响因子：
--
作者：
Pu,Dan;Clipston,NigelL;Cassady,CarolynJ
通讯作者：
Cassady,CarolynJ
影响因子：
56.9
作者：
GUILLEMIN, R;BRAZEAU, P;WEHRENBERG, WB
通讯作者：
WEHRENBERG, WB
DOI：
10.1073/pnas.81.14.4302
发表时间：
1984-01-01
期刊：
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES
影响因子：
--
作者：
LING, N;ESCH, F;GUILLEMIN, R
通讯作者：
GUILLEMIN, R