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INDOLICIDIN structure, CAS 140896-21-5

INDOLICIDIN

CAS Number140896-21-5

SynonymsTridecapeptide amide; NH2-Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-CONH2; I-L-P-W-K-W-P-W-W-P-W-R-R-NH2; H-Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-NH2; Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-NH2

Molecular FormulaC100H132N26O13

Molecular Weight1906.28000

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Cat. No.: 2A-1174880 Purity:
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Quality Control of [ 140896-21-5 ] SDS Specification MoL

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Chemical & Physical Properties
CAS Number140896-21-5
Catalog No.2A-1174880
Chinese NameILE-LEU-PRO-TRP-LYS-TRP-PRO-TRP-TRP-PRO-TRP-ARG-ARG-NH2
SynonymsTridecapeptide amide; NH2-Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-CONH2; I-L-P-W-K-W-P-W-W-P-W-R-R-NH2; H-Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-NH2; Ile-Leu-Pro-Trp-Lys-Trp-Pro-Trp-Trp-Pro-Trp-Arg-Arg-NH2
Molecular FormulaC100H132N26O13
Molecular Weight1906.28000
Storage Condition-20°C
ApplicationIndolicidin is a potent antimicrobial peptide purified from the cytoplasmic granules of bovine neutrophils.
PubChem ID135029824
SMILESCCC(C)C(N)C(=O)NC(CC(C)C)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(CCCCN)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(N)=O
InChIInChI=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
InChI KeyUSSYUMHVHQSYNA-YDSZHKBTSA-N
Hazard Symbolstransportation
MSDSmsds/175258_1_140896_21_5.pdf
BioactivityIndolicidin is a potent antimicrobial peptide purified from the cytoplasmic granules of bovine neutrophils. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Natural Products >> Others Research Areas >> Infection Peptides In Vitro Indolicidin is comprised of 13 amino acids, 5 of which are tryptophan residues, and the carboxylterminal arginine is carboxamidated. Indolicidin has the highest tryptophan content of any known protein. The multiple tryptophan residues may play an important role in the function of this unique antibiotic peptide. Indolicidin is a tridecapeptide amide which possesses in vitro bactericidal activities comparable with the most active of the defensin or bactenecin peptides[1]. Indolicidin binds purified surface lipopolysaccharide with high affinity and permeabilized the outer membrane of Escherichia coli to the small hydrophobic molecule 1-N-phenylnapthylamine (Mr 200), results consistent with indolicidin crossing the outer membrane via the self-promoted uptake pathway. The methyl esterification of indolicidin's carboxyl terminus increases its activity for Gram-negative and Gram-positive bacteria. In Gram-negative bacteria this is associated with an increased binding to lipopolysaccharide and increased permeabilization of the outer membrane. The cytoplasmic membrane is the site of action of indolicidin as assayed in Escherichia coli by the unmasking of cytoplasmic beta-galactosidase due to membrane permeabilization[2]. Cell Assay The time course and dose dependence of indolicidin bactericidal activity are determined using Escherichia coli ML35 and Staphylococcus aureus 502A as test organisms. The assays are performed in 10 mM sodium phosphate buffer, pH 7.4, at 37°C. A 50 μg sample of indolicidin is dissolved in 50 pl of 0.1 M pyridine acetate, pH 6.5, and incubated with 5 μg of chymotrypsin for 15 h at 37°C. Digestion of the sample is confirmed by the disappearance of the indolicidin band on acid-urea PAGE. Following lyophilization, untreated and digested samples are tested for antibacterial activity in a agar diffusion assay against Escherichia coli using concentrations of peptide ranging from 10 to 300 μg/mL[1]. References [1]. Selsted ME, et al. Indolicidin, a novel bactericidal tridecapeptide amide from neutrophils. J Biol Chem. 1992 Mar 5;267(7):4292-5. [2]. Falla TJ, et al. Mode of action of the antimicrobial peptide indolicidin. J Biol Chem. 1996 Aug 9;271(32):19298-303. Chemical & Physical Properties Molecular Formula C100H132N26O13 Molecular Weight 1906.28000 Exact Mass 1905.05000 PSA 620.71000 LogP 11.31750 InChIKey USSYUMHVHQSYNA-YDSZHKBTSA-N SMILES CCC(C)C(N)C(=O)NC(CC(C)C)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(CCCCN)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(N)=O Storage condition -20°C
Use ofIndolicidin is a potent antimicrobial peptide purified from the cytoplasmic granules of bovine neutrophils. Properties Name Indolicidin Synonym More Synonyms Indolicidin Biological Activity Description Indolicidin is a potent antimicrobial peptide purified from the cytoplasmic granules of bovine neutrophils. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Natural Products >> Others Research Areas >> Infection In Vitro Indolicidin is comprised of 13 amino acids, 5 of which are tryptophan residues, and the carboxylterminal arginine is carboxamidated. Indolicidin has the highest tryptophan content of any known protein. The multiple tryptophan residues may play an important role in the function of this unique antibiotic peptide. Indolicidin is a tridecapeptide amide which possesses in vitro bactericidal activities comparable with the most active of the defensin or bactenecin peptides[1]. Indolicidin binds purified surface lipopolysaccharide with high affinity and permeabilized the outer membrane of Escherichia coli to the small hydrophobic molecule 1-N-phenylnapthylamine (Mr 200), results consistent with indolicidin crossing the outer membrane via the self-promoted uptake pathway. The methyl esterification of indolicidin's carboxyl terminus increases its activity for Gram-negative and Gram-positive bacteria. In Gram-negative bacteria this is associated with an increased binding to lipopolysaccharide and increased permeabilization of the outer membrane. The cytoplasmic membrane is the site of action of indolicidin as assayed in Escherichia coli by the unmasking of cytoplasmic beta-galactosidase due to membrane permeabilization[2]. References [1]. Selsted ME, et al. Indolicidin, a novel bactericidal tridecapeptide amide from neutrophils. J Biol Chem. 1992 Mar 5;267(7):4292-5. [2]. Falla TJ, et al. Mode of action of the antimicrobial peptide indolicidin. J Biol Chem. 1996 Aug 9;271(32):19298-303. Chemical & Physical Properties Molecular Formula C100H132N26O13 Exact Mass 1905.05000 PSA 620.71000 LogP 11.31750 InChIKey USSYUMHVHQSYNA-YDSZHKBTSA-N
Transport InfoProduct name: Purity: 97.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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