Removing the C-terminal protecting group enlarges the crystal size: Z-(Gly-Aib)2-OH•H2O

被引：2
|
作者：
Gessmann, Renate [1 ]
Brueckner, Hans [2 ]
Petratos, Kyriacos [1 ]
机构：
[1] FORTH, IMBB, Iraklion 70013, Crete, Greece
[2] Justus Liebig Univ Giessen, Interdisciplinary Res Ctr, Dept Food Sci, D-35392 Giessen, Germany
来源：
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2020年 / 76卷
关键词：
crystal size; achiral peptide; protecting group; hydrogen bonding; tetrapeptide; glycine; aminoisobutyric acid; crystal structure; AIB; 3(10)-HELIX; TRIPEPTIDE; PEPTIDES;
D O I：
10.1107/S2053229620014254
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The achiral tetrapeptide monohydrate N-(benzyloxycarbonyl)glycyl-alpha-aminoisobutyrylglycyl-alpha-aminoisobutyric acid monohydrate, Z-Gly-Aib-Gly-Aib-OH center dot H2O (Z is benzyloxycarbonyl, Aib is alpha-aminoisobutyric acid and Gly is glycine) or C20H28N4O7 center dot H2O, exhibits two conformations related by the symmetry operation of an inversion centre. It adopts only one of two possible intramolecular hydrogen bonds in a type I (and I') beta-turn and forms a maximum of intermolecular hydrogen bonds partly mediated by water. The space group, the molecular structure and the crystal packing differ from two already described (Gly-Aib)(2) peptides which vary only in the protecting groups. This structure confirms the high structural flexibility of Gly-Aib peptides and points to a strong relationship between intermolecular hydrogen bonding and crystal quality and size.
引用
收藏
页码：1057 / +
页数：11
相关论文
共 50 条
  • [1] Crystal structures of Z-Gly-Aib-O-center dot 0.5Ca(2+)center dot H2O and Z-Gly-Aib-OH
    Gessmann, Renate
    Brueckner, Hans
    Petratos, Kyriacos
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 1173 - +
  • [2] CRYSTAL-STRUCTURE OF BOC-LEU-AIB-PRO-VAL-AIB-AIB-GLU(OBZL)-GLN-PHL X H2O, THE C-TERMINAL NONAPEPTIDE OF THE VOLTAGE-DEPENDENT IONOPHORE ALAMETHICIN
    BOSCH, R
    JUNG, G
    SCHMITT, H
    WINTER, W
    BIOPOLYMERS, 1985, 24 (06) : 979 - 999
  • [3] Hydrothermal synthesis and crystal structures of new uranyl oxalate hydroxides:: α- and β-[(UO2)2(C2O4)(OH)2(H2O)2] and [(UO2)2(C2O4)(OH)2(H2O)2] • H2O
    Duvieubourg, L
    Nowogrocki, G
    Abraham, F
    Grandjean, S
    JOURNAL OF SOLID STATE CHEMISTRY, 2005, 178 (11) : 3437 - 3444
  • [4] Crystal structure of Cs[(UO2)2(C2O4)2(OH)] · H2O
    L. B. Serezhkina
    E. V. Peresypkina
    A. V. Virovets
    I. V. Medrish
    D. V. Pushkin
    Russian Journal of Inorganic Chemistry, 2009, 54 : 1577 - 1580
  • [5] Crystal structure of Cs[(UO2)2(C2O4)2(OH)] • H2O
    Serezhkina, L. B.
    Peresypkina, E. V.
    Virovets, A. V.
    Medrish, I. V.
    Pushkin, D. V.
    RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2009, 54 (10) : 1577 - 1580
  • [6] On the Crystal Structure of [Cu（OH）2（H2O）2（4-C5H4NCOOH）2]
    Ng Seik Weng
    结构化学, 2003, (04) : 495 - 495
  • [7] On the crystal structure of [Cu(OH)2(H2O)2(4-C5H4NCOOH)2]
    Weng, NS
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2003, 22 (04) : 495 - 495
  • [8] Metal salts of benzene-1,2-di(sulfonyl)amine.: 8.: Lamellar layers based upon hydrogen bonding and π-stacking:: Crystal structures of the complexes [Mg(H2O)6]Z2 and [Be(H2O)4]Z2•2 H2O, where Z- is C6H4(SO2)2N-
    Moers, O
    Friedrichs, S
    Blaschette, A
    Jones, PG
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2002, 628 (03): : 589 - 595
  • [9] Crystal structures of [Cu2(2,2′-bipyridine-N,N′)2(H2O)2(μ2-OH)2] (barbiturate)2•2H2O and [Cu(2,2′-bipyridine-N,N′)(H2O)(barbiturate-O)Cl]•2H2O
    Golovnev, Nicolay N.
    Molokeev, Maxim S.
    Sterkhova, Irina V.
    Lesnikov, Maxim K.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2018, 97 : 88 - 92
  • [10] Crystal structure of ivermectin hemihydrate ethanolate, (C48H74O14)(H2O)0.5(C2H5OH)0.82
    Kaduk, James A.
    Tanis, Allison
    Tovar, Alyssa
    Boaz, Nicholas C.
    Gindhart, Amy M.
    Blanton, Thomas N.
    POWDER DIFFRACTION, 2021, 36 (04) : 247 - 256
12345