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P0053

Sigma-Aldrich

PGLa

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About This Item

Empirical Formula (Hill Notation):
C88H162N26O22S
CAS Number:
102068-15-5
Molecular Weight:
1968.45
UNSPSC Code:
51102829
NACRES:
NA.85

form

solid

Quality Level

200

solubility

H2O: 1 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
fungi
viruses

Mode of action

cell membrane | interferes

storage temp.

2-8°C

InChI

1S/C88H162N26O22S/c1-19-48(9)69(113-78(126)52(13)97-66(117)42-95-72(120)50(11)98-79(127)59(31-23-27-36-91)108-85(133)64(44-115)111-77(125)54(15)100-81(129)61(33-38-137-18)104-65(116)41-93)87(135)101-51(12)73(121)96-43-67(118)105-57(29-21-25-34-89)82(130)114-70(49(10)20-2)88(136)103-55(16)74(122)106-60(32-24-28-37-92)83(131)112-68(47(7)8)86(134)102-56(17)76(124)110-63(40-46(5)6)84(132)107-58(30-22-26-35-90)80(128)99-53(14)75(123)109-62(71(94)119)39-45(3)4/h45-64,68-70,115H,19-44,89-93H2,1-18H3,(H2,94,119)(H,95,120)(H,96,121)(H,97,117)(H,98,127)(H,99,128)(H,100,129)(H,101,135)(H,102,134)(H,103,136)(H,104,116)(H,105,118)(H,106,122)(H,107,132)(H,108,133)(H,109,123)(H,110,124)(H,111,125)(H,112,131)(H,113,126)(H,114,130)/t48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,68-,69-,70-/m0/s1

InChI key

PJRSUKFWFKUDTH-JWDJOUOUSA-N

Amino Acid Sequence

Gly-Met-Ala-Ser-Lys-Ala-Gly-Ala-Ile-Ala-Gly-Lys-Ile-Ala-Lys-Val-Ala-Leu-Lys-Ala-Leu-NH2

General description

Chemical structure: peptide

Application

PGLa is a cationic antimicrobial peptide (AMP) originally isolated from frog. It has been shown to have antibacterial,1 antifungal,2 and antiviral,3 activities. It is used to study novel peptide fragments that originate from PGLa and multinucleated gastric mucosal cells of Xenopus laevis.

Biochem/physiol Actions

The precursors of PGLa are caerulein and xenopsin. The mechanism of action of PGLa against Gram-negative bacteria is disruption of the cellular lipid bilayer.4 It is used to induce transmembrane pore formation in lipid bilayers and bacterial cell membranes. It is used in combination with magainin 2 for a synergistic effect.

Other Notes

500ug
Keep container tightly closed in a dry and well-ventilated place.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBQ7151V
SLBN9420V
SLBN5121V
SLBD6810V
SLBC8846V

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Karl Lohner et al.
Biochimica et biophysica acta, 1788(8), 1656-1666 (2009-06-02)
Peptidyl-glycine-leucine-carboxyamide (PGLa), isolated from granular skin glands of Xenopus laevis, is practically devoid of secondary structure in aqueous solution and in the presence of zwitterionic phospholipids, when added exogenously, but adopts an alpha-helix in the presence of anionic lipids. The
Marco Ieronimo et al.
Journal of the American Chemical Society, 132(26), 8822-8824 (2010-06-17)
(19)F NMR is a unique tool to examine the structure of fluorine-labeled peptides in their native cellular environment, due to an exquisite sensitivity and lack of natural abundance background. For solid-state NMR analysis, we isolated native membranes from erythrocyte ghosts
Mareike Hartmann et al.
Antimicrobial agents and chemotherapy, 54(8), 3132-3142 (2010-06-10)
Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) were used to examine the ultrastructural changes in bacteria induced by antimicrobial peptides (AMPs). Both the beta-stranded gramicidin S and the alpha-helical peptidyl-glycylleucine-carboxyamide (PGLa) are cationic amphiphilic AMPs known to interact
Theodore Parker et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 100(3), 603-610 (2012-01-31)
Sustained release formulations of a potent antithrombotic drug, cilostazol, in poly-(lactic acid-co-glycolic acid) (PLGA) matrices were created for luminal release from a novel drug-eluting stent utilizing reservoirs (RES TECHNOLOGY™). The crystallinity of cilostazol and the morphology of the cilostazol/polymer matrix
Vincent Milleret et al.
Acta biomaterialia, 8(12), 4349-4356 (2012-07-31)
Electrospun grafts have been widely investigated for vascular graft replacement due to their ease and compatibility with many natural and synthetic polymers. Here, the effect of the processing parameters on the scaffold's architecture and subsequent reactions of partially heparinized blood
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