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D-Magainin II amide_Molecular_structure_CAS_129696-25-9)
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D-Magainin II amide

Catalog No. M8535 Name Sigma Aldrich
CAS Number 129696-25-9 Website http://www.sigmaaldrich.com
M. F. C114H181N31O28S Telephone 1-800-521-8956
M. W. 2465.91284 Fax
Purity Email
Storage Chembase ID: 131007

SYNONYMS

IUPAC name
(4R)-4-{2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-6-amino-2-{2-[(2R)-2-[(2R)-6-amino-2-[(2R)-6-amino-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-6-amino-2-{2-[(2R,3R)-2-(2-aminoacetamido)-3-methylpentanamido]acetamido}hexanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanamido]propanamido]hexanamido]hexanamido]-3-phenylpropanamido]acetamido}hexanamido]propanamido]-3-phenylpropanamido]-3-methylbutanamido]acetamido}-4-{[(1R,2R)-1-{[(1R)-1-{[(1R)-2-carbamoyl-1-{[(1R)-1-carbamoyl-2-hydroxyethyl]carbamoyl}ethyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
IUPAC Traditional name
(4R)-4-{2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-6-amino-2-{2-[(2R)-2-[(2R)-6-amino-2-[(2R)-6-amino-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-2-[(2R)-6-amino-2-{2-[(2R,3R)-2-(2-aminoacetamido)-3-methylpentanamido]acetamido}hexanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanamido]propanamido]hexanamido]hexanamido]-3-phenylpropanamido]acetamido}hexanamido]propanamido]-3-phenylpropanamido]-3-methylbutanamido]acetamido}-4-{[(1R,2R)-1-{[(1R)-1-{[(1R)-2-carbamoyl-1-{[(1R)-1-carbamoyl-2-hydroxyethyl]carbamoyl}ethyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid

DATABASE IDS

CAS Number 129696-25-9

PROPERTIES

Compostion Peptide content, ~70%
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
Application
The all-D maganin peptides were resistant to enzymatic degradation and caused equivalent amounts of electrical conductivity when tested in planar lipid bilayers. The D enantiomers were equally active against representative Gram-negative and Gram-positive species.
Biochem/physiol Actions
Antibiotic peptide. Thought to preferentially bind to anionic phospholipids abundant in bacterial membranes with the formation of dynamic peptide-lipid supramolecular pore and cell permeabilization, magainins are positively charged and amphiphatic. Binding to artificial neutral membranes has also been demonstrated.

REFERENCES