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Magainin I

Catalog No. M7152 Name Sigma Aldrich
CAS Number 108433-99-4 Website http://www.sigmaaldrich.com
M. F. C112H177N29O28S Telephone 1-800-521-8956
M. W. 2409.84628 Fax
Purity ≥97% (HPLC) Email
Storage Chembase ID: 133801

SYNONYMS

IUPAC name
(4S)-4-{[(1S,2S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl]carbamoyl}-4-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S,3S)-2-(2-aminoacetamido)-3-methylpentanamido]acetamido}hexanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanamido]propanamido]acetamido}hexanamido]-3-phenylpropanamido]acetamido}hexanamido]propanamido]-3-phenylpropanamido]-3-methylbutanamido]acetamido}butanoic acid
IUPAC Traditional name
(4S)-4-{[(1S,2S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl]carbamoyl}-4-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-{2-[(2S,3S)-2-(2-aminoacetamido)-3-methylpentanamido]acetamido}hexanamido]-3-phenylpropanamido]-4-methylpentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-hydroxypropanamido]propanamido]acetamido}hexanamido]-3-phenylpropanamido]acetamido}hexanamido]propanamido]-3-phenylpropanamido]-3-methylbutanamido]acetamido}butanoic acid

DATABASE IDS

CAS Number 108433-99-4
MDL Number MFCD00133521

PROPERTIES

Purity ≥97% (HPLC)
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)
Amino Acid Sequence
Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Gly-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Lys-Ser
Application
Initial sites of magainin I binding to E. coli have been shown to be lipopolysaccharide.
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