脂肪族二硫化物的稳定构象：涉及硫原子的1,4相互作用的影响
Stable conformations of aliphatic disulfides: influence of 1,4 interactions involving sulfur atoms.
作者信息
Van Wart H E, Scheraga H A
出版信息
Proc Natl Acad Sci U S A. 1977 Jan;74(1):13-7. doi: 10.1073/pnas.74.1.13.
Abstract
The present state of knowledge of the stable conformations of the XCCSSCCX fragment (in which X is any saturated group) of aliphatic disulfides is examined. In particular, the evidence for the existence of attractive 1,4 interactions between CH groups and S atoms across C-S bonds and their influence on the potential function for rotation about C-S bonds is discussed. The effects of similar attractive interactions between NH groups and S atoms on the potential function for rotation about C-C bonds also are considered. It is concluded that weak attractive interactions between CH groups and S atoms are capable of stabilizing rotamers with unusually low (about 30 degrees) values of the SS-CC dihedral angle.
摘要
本文考察了脂肪族二硫化物XCCSSCCX片段（其中X为任何饱和基团）稳定构象的当前知识状态。特别讨论了跨C-S键的CH基团与S原子之间存在吸引性1,4相互作用的证据及其对围绕C-S键旋转的势能函数的影响。还考虑了NH基团与S原子之间类似吸引相互作用对围绕C-C键旋转的势能函数的影响。得出的结论是，CH基团与S原子之间的弱吸引相互作用能够稳定具有异常低（约30度）SS-CC二面角值的旋转异构体。
相似文献
1
Stable conformations of aliphatic disulfides: influence of 1,4 interactions involving sulfur atoms.脂肪族二硫化物的稳定构象：涉及硫原子的1,4相互作用的影响
Proc Natl Acad Sci U S A. 1977 Jan;74(1):13-7. doi: 10.1073/pnas.74.1.13.
2
Conformational states of N-acylalanine dithio esters: correlation of resonance Raman spectra with structures.
Biochemistry. 1988 Jan 12;27(1):250-7. doi: 10.1021/bi00401a038.
3
On the correlation of S-S and C-S raman bands frequencies and intensities with conformations of disulfide bridges in proteins.关于S-S和C-S拉曼光谱带频率及强度与蛋白质中二硫键构象的相关性
J Biomol Struct Dyn. 1985 Aug;3(1):185-96. doi: 10.1080/07391102.1985.10508406.
4
Conformational and spectroscopic study of xanthogen ethyl formates, ROC(S)SC(O)OCH₂CH₃. Isolation of CH₃CH₂OC(O)SH.黄原酸乙酯，ROC(S)SC(O)OCH₂CH₃的构象与光谱研究。CH₃CH₂OC(O)SH的分离。
Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 15;139:346-55. doi: 10.1016/j.saa.2014.12.086. Epub 2014 Dec 30.
5
Phase transitions in the crystals of L- and DL-cysteine on cooling: intermolecular hydrogen bonds distortions and the side-chain motions of thiol-groups. 1. L-cysteine.L-和DL-半胱氨酸晶体冷却过程中的相变：分子间氢键畸变与硫醇基团的侧链运动。1. L-半胱氨酸
J Phys Chem B. 2008 Oct 9;112(40):12827-39. doi: 10.1021/jp804142c. Epub 2008 Sep 13.
6
Structure and conformation of the disulfide bond in dimeric lung surfactant peptides SP-B1-25 and SP-B8-25.
Biochim Biophys Acta. 2007 May;1768(5):1070-82. doi: 10.1016/j.bbamem.2007.01.020. Epub 2007 Feb 6.
7
The occurrence of C--H...O hydrogen bonds in alpha-helices and helix termini in globular proteins.球状蛋白质中α螺旋及螺旋末端C--H...O氢键的存在情况。
Proteins. 2004 Sep 1;56(4):768-81. doi: 10.1002/prot.20152.
8
Experimental thermodynamics of free glycine conformations: the first Raman experiment after twenty years of calculations.游离甘氨酸构象的实验热力学：二十年来首次进行的拉曼实验。
Phys Chem Chem Phys. 2012 Jan 7;14(1):99-103. doi: 10.1039/c1cp20805e. Epub 2011 Aug 15.
9
Molecular order and thermodynamics of the solid-liquid transition in triglycerides via Raman spectroscopy.通过拉曼光谱研究甘油三酯固-液转变的分子有序性和热力学
Phys Chem Chem Phys. 2008 Aug 21;10(31):4606-13. doi: 10.1039/b717412h. Epub 2008 Jun 23.
10
Allosteric disulfide bonds.变构二硫键
Biochemistry. 2006 Jun 20;45(24):7429-33. doi: 10.1021/bi0603064.
引用本文的文献
1
Force-activated reactivity switch in a bimolecular chemical reaction.双分子化学反应中的力激活反应性开关。
Nat Chem. 2009 Jun;1(3):236-42. doi: 10.1038/nchem.207. Epub 2009 May 10.
2
Conformational analysis of a nitroxide side chain in an α-helix with density functional theory.用密度泛函理论对α-螺旋中一个氮氧自由基侧链的构象进行分析。
J Phys Chem B. 2011 Jan 20;115(2):397-405. doi: 10.1021/jp108871m. Epub 2010 Dec 17.
3
Analysis of 13Calpha and 13Cbeta chemical shifts of cysteine and cystine residues in proteins: a quantum chemical approach.分析蛋白质中天冬氨酸和胱氨酸残基的 13Calpha 和 13Cbeta 化学位移：量子化学方法。
J Biomol NMR. 2010 Mar;46(3):217-25. doi: 10.1007/s10858-010-9396-x. Epub 2010 Jan 21.
4
Structural determinants of nitroxide motion in spin-labeled proteins: tertiary contact and solvent-inaccessible sites in helix G of T4 lysozyme.自旋标记蛋白质中氮氧化物运动的结构决定因素：T4溶菌酶G螺旋中的三级接触和溶剂不可及位点
Protein Sci. 2007 Jun;16(6):1069-86. doi: 10.1110/ps.062739107. Epub 2007 May 1.
5
Agreement with the disulfide stretching frequency-conformation correlation of Sugeta, Go, and Miyazawa.与菅田、戈和宫泽的二硫键伸展频率-构象相关性一致。
Proc Natl Acad Sci U S A. 1986 May;83(10):3064-7. doi: 10.1073/pnas.83.10.3064.
本文引用的文献
1
Disulfide bond dihedral angles from Raman spectroscopy.拉曼光谱法测定的二硫键二面角
Proc Natl Acad Sci U S A. 1973 Sep;70(9):2619-23. doi: 10.1073/pnas.70.9.2619.
2
Three dimensional fourier synthesis of horse deoxyhaemoglobin at 2.8 Angstrom units resolution.分辨率为2.8埃单位的马脱氧血红蛋白的三维傅里叶合成。
Nature. 1970 Nov 7;228(5271):551-2. doi: 10.1038/228551a0.
3
Chymotrypsinogen: 2.5-angstrom crystal structure, comparison with alpha-chymotrypsin, and implications for zymogen activation.胰凝乳蛋白酶原：2.5埃晶体结构、与α-胰凝乳蛋白酶的比较及对酶原激活的意义
Biochemistry. 1970 Apr 28;9(9):1997-2009. doi: 10.1021/bi00811a022.
4
Atomic co-ordinates for dogfish M4 apo-lactate dehydrogenase.角鲨M4脱辅基乳酸脱氢酶的原子坐标。
Biochem Biophys Res Commun. 1973 Jul 2;53(1):46-51. doi: 10.1016/0006-291x(73)91398-3.
5
Status of empirical methods for the prediction of protein backbone topography.预测蛋白质主链拓扑结构的经验方法的现状
Biochemistry. 1976 Nov 16;15(23):5138-53. doi: 10.1021/bi00668a030.
Zotero 插件