Indolicidin

Indolicidin
Names
	IUPAC name (2S)-1-[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-4-methylpentanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]-N-[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
Identifiers
CAS Number	140896-21-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL415216;
ChemSpider	17286525;
PubChem CID	16129733;
UNII	073SBV429N ;
CompTox Dashboard (EPA)	DTXSID2040866 ;
	InChI InChI=1S/C100H132N26O13/c1-5-57(4)85(102)95(136)123-79(45-56(2)3)96(137)124-42-20-36-82(124)92(133)118-76(46-58-51-110-68-28-11-6-23-63(58)68)89(130)116-74(33-16-17-39-101)88(129)121-80(49-61-54-113-71-31-14-9-26-66(61)71)97(138)125-43-21-38-84(125)94(135)120-78(48-60-53-112-70-30-13-8-25-65(60)70)91(132)122-81(50-62-55-114-72-32-15-10-27-67(62)72)98(139)126-44-22-37-83(126)93(134)119-77(47-59-52-111-69-29-12-7-24-64(59)69)90(131)117-75(35-19-41-109-100(106)107)87(128)115-73(86(103)127)34-18-40-108-99(104)105/h6-15,23-32,51-57,73-85,110-114H,5,16-22,33-50,101-102H2,1-4H3,(H2,103,127)(H,115,128)(H,116,130)(H,117,131)(H,118,133)(H,119,134)(H,120,135)(H,121,129)(H,122,132)(H,123,136)(H4,104,105,108)(H4,106,107,109)/t57-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-/m0/s1 Key: USSYUMHVHQSYNA-SLDJZXPVSA-N;
	SMILES CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC4=CNC5=CC=CC=C54)C(=O)N6CCC[C@H]6C(=O)N[C@@H](CC7=CNC8=CC=CC=C87)C(=O)N[C@@H](CC9=CNC1=CC=CC=C19)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N)N;
Properties
Chemical formula	C100H132N26O13
Molar mass	1906.325 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Indolicidin is an antimicrobial peptide isolated from neutrophil blood cells of cows. The mature peptide is just 13 amino acids, making it one of the smallest antimicrobial peptides known to be encoded as the primary product of the encoding antimicrobial peptide gene.^[1] Indolicidin is active against bacterial pathogens, but has also been shown to kill fungi and even HIV virus.^[2]

References

↑ Selsted, M. E.; Novotny, M. J.; Morris, W. L.; Tang, Y. Q.; Smith, W.; Cullor, J. S. (1992-03-05). "Indolicidin, a novel bactericidal tridecapeptide amide from neutrophils". The Journal of Biological Chemistry. 267 (7): 4292–4295. doi:10.1016/S0021-9258(18)42830-X. ISSN 0021-9258. PMID 1537821.
↑ Hancock, Robert E. W.; Scott, Monisha G. (2000-08-01). "The role of antimicrobial peptides in animal defenses". Proceedings of the National Academy of Sciences. 97 (16): 8856–8861. Bibcode:2000PNAS...97.8856H. doi:10.1073/pnas.97.16.8856. ISSN 0027-8424. PMC 34023. PMID 10922046.

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[1] Selsted, M. E.; Novotny, M. J.; Morris, W. L.; Tang, Y. Q.; Smith, W.; Cullor, J. S. (1992-03-05). "Indolicidin, a novel bactericidal tridecapeptide amide from neutrophils". The Journal of Biological Chemistry. 267 (7): 4292–4295. doi:10.1016/S0021-9258(18)42830-X. ISSN 0021-9258. PMID 1537821.

[2] Hancock, Robert E. W.; Scott, Monisha G. (2000-08-01). "The role of antimicrobial peptides in animal defenses". Proceedings of the National Academy of Sciences. 97 (16): 8856–8861. Bibcode:2000PNAS...97.8856H. doi:10.1073/pnas.97.16.8856. ISSN 0027-8424. PMC 34023. PMID 10922046.

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References