Synthesis and crystal structure of a tripeptide comprising a centrally placed non-coded aromatic γ-amino acid

被引:0
|
作者
Das, Purak [2 ]
Das, Suven [2 ]
Dutta, Arpita [1 ]
机构
[1] Rishi Bankim Chandra Evening Coll, Dept Chem, 24-Parganas N, Naihati 743165, India
[2] Rishi Bankim Chandra Coll Women, Dept Chem, 24-Parganas N, Naihati 743165, India
来源
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-CRYSTALLINE MATERIALS | 2024年 / 239卷 / 9-10期
关键词
5-aminoisophthalic acid; aromatic gamma-amino acid; tripeptide; self-assembly; PEPTIDES; FOLDAMERS; RESIDUE; DESIGN; IMPACT; HELIX;
D O I
10.1515/zkri-2024-0095
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
A protected tripeptide Boc-L-Leu-5-AIA-Aib-OMe was synthesized where 5-aminoisophthalic acid (5-AIA), a rigid non-coded aromatic gamma-amino acid is incorporated as central residue. The single crystal X-ray diffraction study indicates that the peptide self-assembles into supramolecular sheet through intermolecular hydrogen bonding interaction N-H & ctdot;O and pi<middle dot><middle dot><middle dot>pi interaction.
引用
收藏
页码:339 / 343
页数:5
相关论文
共 50 条
  • [1] Solid state self-assembly and morphology of a rigid non-coded γ-amino acid inserted tripeptide
    Dutta, Arpita
    Das, Suven
    Das, Purak
    Maity, Suvendu
    Ghosh, Prasanta
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-CRYSTALLINE MATERIALS, 2021, 236 (3-4): : 123 - 127
  • [2] First crystallographic signature of the highly ordered supramolecular helical assemblage from a tripeptide containing a non-coded amino acid
    Haldar, D
    Majia, SK
    Sheldrick, WS
    Banerjee, A
    TETRAHEDRON LETTERS, 2002, 43 (14) : 2653 - 2656
  • [3] Enzymatic synthesis of dipeptide derivatives containing non-coded amino acids in organic solvents
    Yang, H
    Zhou, C
    Tian, GL
    Ye, YH
    CHINESE JOURNAL OF CHEMISTRY, 2002, 20 (11) : 1354 - 1357
  • [4] Studies of β-turn opening with model peptides containing non-coded α-amino isobutyric acid
    Dutt, Anita
    Dutta, Arpita
    Mondal, Raju
    Spencer, Elinor C.
    Howard, Judith A. K.
    Pramanik, Animesh
    TETRAHEDRON, 2007, 63 (41) : 10282 - 10289
  • [5] Enzymatic Synthesis of Dipeptide Derivatives Containing Non-coded Amino Acids in Organic Solvents
    杨洪
    周闯
    田桂玲
    叶蕴华
    ChineseJournalofChemistry, 2002, (11) : 1354 - 1357
  • [6] First crystallographic signature of amyloid-like fibril forming β-sheet assemblage from a tripeptide with non-coded amino acids
    Maji, SK
    Drew, MGB
    Banerjee, A
    CHEMICAL COMMUNICATIONS, 2001, (19) : 1946 - 1947
  • [7] Direct synthesis of peptidomimetics containing non-coded amino acids via photocatalytic carbamoylation reaction
    Gandini, Tommaso
    Gelmi, Maria Luisa
    Bucci, Raffaella
    JOURNAL OF PEPTIDE SCIENCE, 2024, 30
  • [8] Amyloid-like fibril-forming supramolecular β-sheets from a β-turn forming tripeptide containing non-coded amino acids:: the crystallographic signature
    Banerjee, A
    Maji, SK
    Drew, MGB
    Haldar, D
    Banerjee, A
    TETRAHEDRON LETTERS, 2003, 44 (02) : 335 - 339
  • [9] Studies of β-turn opening with model peptides containing non-coded α-amino isobutyric acid (vol 63, pg 10282, 2007)
    Dutt, Anita
    Dutta, Arpita
    Mondal, Raju
    Spencer, Elinor C.
    Howard, Judith A. K.
    Pramanik, Animesh
    TETRAHEDRON, 2008, 64 (22) : 5426 - 5426
  • [10] Stabilization of two smallest possible diastereomeric β-hairpins in a water soluble tetrapeptide containing non-coded α-amino isobutyric acid (Aib) and m-amino benzoic acid
    Dutt, Anita
    Dutta, Arpita
    Kar, Sudeshna
    Koley, Pradyot
    Drew, Michael G. B.
    Pramanik, Animesh
    JOURNAL OF MOLECULAR STRUCTURE, 2009, 928 (1-3) : 138 - 143