BIRD-PRD_000198: BETA LICHENICIDIN PREPEPTIDE

基本情報

• 登録情報: データベース: 生物学的重要分子辞書 (BIRD) / ID: PRD_000198
• 状態: 状態: REF ONLY
• 名称: BETA LICHENICIDIN PREPEPTIDE

BIRD information

• タイプ: ポリペプチド / 抗生剤

詳細

• LICHENICIDIN VK21 A2 IS A LANTIBIOTIC. THE LANTIBIOTICS ARE ARE CHARACTERIZED BY THIOESTER AMINO ACIDS LANTHIONINE AND/OR METHYLLANTHIONINE. HERE, LICHENICIDIN VK21 IS REPRESENTED BY THE SEQUENCE (SEQRES)
• LICHENICIDIN VK21 IS A TETRACYCLIC PEPTIDE. POST TRANSLATIONAL MATURATION OF LANTIBIOTICS INVOLVES THE ENZYMIC CONVERSION OF THR, AND SER INTO DEHYDRATED AMINO ACIDS AND THE FORMATION OF THIOETHER BONDS WITH CYSTEINE. THIOETHER BONDS WITH CYSTEINE RESULT IN FOUR RINGS. THIS IS FOLLOWED BY MEMBRANE TRANSLOCATION AND CLEAVAGE OF THE MODIFIED PRECURSOR.

• ダウンロード: Molecular definition / Chemical definition / Family definition

Annotation

• Structure: component beta of 2 component lantibiotic lichenicidin / 情報源: PubMed: 20578714

由来

• bacillus licheniformis VK21, UniProtKB: P86476

Family

Lantibiotic

ACTAGARDINE / Cinnamycin / EPILANCIN 15X / BIRD: PRD_000197 / BETA LICHENICIDIN PREPEPTIDE / Mersacidin / Nisin A

Related structures

• cysteinyl-(alpha-aminobutyryl)-phenylalanyl-(alpha-aminobutyryl)-leucyl-prolyl-glycyl-glycyl-glycyl-glycyl-valyl-cysteinyl-(alpha-aminobutyryl)-leucyl-(alpha-aminobutyryl)-(dehydroalanyl)-glutamyl-cysteinyl-isoleucine 2-sulfanylethenylamide methanol solvate hydrate, Mersacidin methanol solvate hydrate, seqres C9 CYS*!,GLY!-LEU-PRO-GLY-GLY-GLY-GLY-VAL-, C6 ALA!,CYS*!-LEU-CYS*-ALA*-GLU-, C2 CYS*-GLY!, A3 GLY!-PHE-GLY!, A2 ALA!-ILE, A2 CYS*!-CYS*! / CCDC: WOPCAF / Reference

Chemical information

組成

組成式: C₁₃₃H₂₀₀N₃₆O₃₇S₄ / 化学式量: 3023.49

• その他: タイプ: peptide-like

履歴

• 外部リンク: UniChem / ChemSpider / Wikipedia search / Google search

詳細

SMILES

• CACTVS 3.370: CC[CH](C)[CH](NC(=O)[CH]1CSC[CH](NC(=O)C(NC(=O)C(NC(=O)[CH](C)NC(=O)[CH]2CCCN2C(=O)C(NC(=O)C(=O)CC)=CC)=CC)=CC)C(=O)NC(=C)C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)N[CH]([CH](C)O)C(=O)N1)C(=O)NC(=CC)C(=O)N[CH](C)C(=O)NCC(=O)N[CH](C(C)C)C(=O)NC(=CC)C(=O)N[CH](C(C)C)C(=O)N[CH]5CSC[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](CO)NC(=O)[CH](C)NC5=O)C(=O)N6CCC[CH]6C(=O)N[CH]7[CH](C)SC[CH](NC(=O)[CH](CCCC[NH3+])NC(=O)C(NC7=O)=CC)C(=O)N[CH]8[CH](C)SC[CH](NC(=O)[CH](CCCNC(N)=[NH2+])NC(=O)[CH](CO)NC8=O)C(O)=O
• OpenEye OEToolkits 1.7.6: CCC(C)C(C(=O)NC(=CC)C(=O)NC(C)C(=O)NCC(=O)NC(C(C)C)C(=O)NC(=CC)C(=O)NC(C(C)C)C(=O)NC1CSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C)CO)CC(C)C)C(=O)N2CCCC2C(=O)NC3C(SCC(NC(=O)C(NC(=O)C(=CC)NC3=O)CCCC[NH3+])C(=O)NC4C(SCC(NC(=O)C(NC(=O)C(NC4=O)CO)CCCNC(=[NH2+])N)C(=O)O)C)C)NC(=O)C5CSCC(C(=O)NC(=C)C(=O)NC(C(=O)NC(C(=O)N5)C(C)O)Cc6c[nH]c7c6cccc7)NC(=O)C(=CC)NC(=O)C(=CC)NC(=O)C(C)NC(=O)C8CCCN8C(=O)C(=CC)NC(=O)C(=O)CC

SMILES CANONICAL

• CACTVS 3.370: CC[C@H](C)[C@H](NC(=O)[C@@H]1CSC[C@@H](NC(=O)C(/NC(=O)C(/NC(=O)[C@H](C)NC(=O)[C@@H]2CCCN2C(=O)C(/NC(=O)C(=O)CC)=C/C)=C/C)=C/C)C(=O)NC(=C)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)C(=O)N\C(=C/C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N\C(=C/C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]5CSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC5=O)C(=O)N6CCC[C@H]6C(=O)N[C@@H]7[C@@H](C)SC[C@H](NC(=O)[C@H](CCCC[NH3+])NC(=O)C(/NC7=O)=C/C)C(=O)N[C@@H]8[C@@H](C)SC[C@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CO)NC8=O)C(O)=O
• OpenEye OEToolkits 1.7.6: CC[C@H](C)[C@@H](C(=O)N/C(=C\C)/C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N/C(=C\C)/C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)C)CO)CC(C)C)C(=O)N2CCC[C@H]2C(=O)N[C@@H]3C(SC[C@H](NC(=O)[C@@H](NC(=O)/C(=C/C)/NC3=O)CCCC[NH3+])C(=O)N[C@@H]4C(SC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC4=O)CO)CCCNC(=[NH2+])N)C(=O)O)C)C)NC(=O)[C@@H]5CSC[C@H](C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@H](C(=O)N5)[C@@H](C)O)Cc6c[nH]c7c6cccc7)NC(=O)/C(=C/C)/NC(=O)/C(=C/C)/NC(=O)[C@H](C)NC(=O)[C@@H]8CCCN8C(=O)/C(=C/C)/NC(=O)C(=O)CC

InChI

• InChI 1.03: InChI=1S/C133H198N36O37S4/c1-23-63(15)98(164-119(192)88-56-207-54-86(117(190)141-65(17)104(177)152-83(114(187)165-99(68(20)172)127(200)159-88)49-71-50-138-79-39-32-31-38-72(71)79)156-109(182)75(26-4)145-107(180)74(25-3)144-103(176)67(19)143-121(194)92-42-36-46-168(92)130(203)78(29-7)149-123(196)94(173)30-8)126(199)147-73(24-2)106(179)140-64(16)102(175)139-51-95(174)162-96(61(11)12)124(197)146-77(28-6)110(183)163-97(62(13)14)125(198)158-87-55-208-57-90(160-113(186)82(48-60(9)10)153-116(189)84(52-170)154-105(178)66(18)142-118(87)191)131(204)169-47-37-43-93(169)122(195)167-101-70(22)209-58-89(157-111(184)80(40-33-34-44-134)150-108(181)76(27-5)148-128(101)201)120(193)166-100-69(21)210-59-91(132(205)206)161-112(185)81(41-35-45-137-133(135)136)151-115(188)85(53-171)155-129(100)202/h24-29,31-32,38-39,50,60-64,66-70,80-93,96-101,138,170-172H,17,23,30,33-37,40-49,51-59,134H2,1-16,18-22H3,(H,139,175)(H,140,179)(H,141,190)(H,142,191)(H,143,194)(H,144,176)(H,145,180)(H,146,197)(H,147,199)(H,148,201)(H,149,196)(H,150,181)(H,151,188)(H,152,177)(H,153,189)(H,154,178)(H,155,202)(H,156,182)(H,157,184)(H,158,198)(H,159,200)(H,160,186)(H,161,185)(H,162,174)(H,163,183)(H,164,192)(H,165,187)(H,166,193)(H,167,195)(H,205,206)(H4,135,136,137)/p+2/b73-24-,74-25-,75-26-,76-27-,77-28-,78-29-/t63-,64-,66-,67-,68+,69+,70+,80-,81-,82-,83-,84-,85-,86+,87+,88-,89-,90-,91-,92-,93-,96-,97-,98-,99-,100+,101+/m0/s1

InChIKey

• InChI 1.03: QWPCKGOSWUKSIQ-ADMANRAYSA-P

SYSTEMATIC NAME

• OpenEye OEToolkits 1.7.6: [[3-[(3R,6S,9S,12S)-12-[[(3R,6S,9Z,12S)-6-(4-azaniumylbutyl)-9-ethylidene-12-[[(2S)-1-[[(3R,6S,9S,12S,15S)-9-(hydroxymethyl)-15-[[(2S)-2-[[(Z)-2-[[(2S)-2-[2-[[(2S)-2-[[(Z)-2-[[(2S,3S)-2-[[(3R,6S,9S,15S)-9-(1H-indol-3-ylmethyl)-12-methylidene-6-[(1R)-1-oxidanylethyl]-5,8,11,14-tetrakis(oxidanylidene)-15-[[(Z)-2-[[(Z)-2-[[(2S)-2-[[(2S)-1-[(Z)-2-(2-oxidanylidenebutanoylamino)but-2-enoyl]pyrrolidin-2-yl]carbonylamino]propanoyl]amino]but-2-enoyl]amino]but-2-enoyl]amino]-1-thia-4,7,10,13-tetrazacyclohexadec-3-yl]carbonylamino]-3-methyl-pentanoyl]amino]but-2-enoyl]amino]propanoyl]amino]ethanoylamino]-3-methyl-butanoyl]amino]but-2-enoyl]amino]-3-methyl-butanoyl]amino]-12-methyl-6-(2-methylpropyl)-5,8,11,14-tetrakis(oxidanylidene)-1-thia-4,7,10,13-tetrazacyclohexadec-3-yl]carbonyl]pyrrolidin-2-yl]carbonylamino]-13-methyl-5,8,11-tris(oxidanylidene)-1-thia-4,7,10-triazacyclotridec-3-yl]carbonylamino]-3-carboxy-9-(hydroxymethyl)-13-methyl-5,8,11-tris(oxidanylidene)-1-thia-4,7,10-triazacyclotridec-6-yl]propylamino]-azanyl-methylidene]azanium #

PDBエントリ

全1件を表示しています

PDB-2kto:
Spatial structure of Lch-beta peptide from two-component lantibiotic Lichenicidin VK21