G5755
Gly-Gly-Gly-Gly-Gly
Synonym(s):
Glycyl-glycyl-glycyl-glycyl-glycine, Pentaglycine
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About This Item
Linear Formula:
NH2CH2CO(NHCH2CO)3NHCH2COOH
CAS Number:
Molecular Weight:
303.27
UNSPSC Code:
12352200
NACRES:
NA.26
PubChem Substance ID:
EC Number:
230-398-3
Beilstein/REAXYS Number:
1716946
MDL number:
InChI key
MXHCPCSDRGLRER-UHFFFAOYSA-N
InChI
1S/C10H17N5O6/c11-1-6(16)12-2-7(17)13-3-8(18)14-4-9(19)15-5-10(20)21/h1-5,11H2,(H,12,16)(H,13,17)(H,14,18)(H,15,19)(H,20,21)
SMILES string
NCC(=O)NCC(=O)NCC(=O)NCC(=O)NCC(O)=O
assay
≥98% (TLC)
form
solid
color
white
application(s)
peptide synthesis
storage temp.
−20°C
Biochem/physiol Actions
Pentaglycine forms interpeptide bridges in peptidogylcan crosslinking and may be used as a tether for markers such as green fluorescent protein (GFP). Pentaglycine may be used as a model peptide in oligoglycine separation technology development.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Hiroshi Tomoda
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 132(1), 37-44 (2012-01-05)
Methicillin-resistant Staphylococcus aureus (MRSA) is known as a major nosocomial pathogen that has also developed resistance to many antibiotics. Moreover, MRSA resistance to a last-resort antibiotic, vancomycin, has been reported. Therefore, new anti-infectious agents to prevent and treat MRSA infection
Aurelia Delaune et al.
PloS one, 6(2), e17054-e17054 (2011-03-10)
The WalKR two-component system is essential for viability of Staphylococcus aureus, a major pathogen. We have shown that WalKR acts as the master controller of peptidoglycan metabolism, yet none of the identified regulon genes explain its requirement for cell viability.
Alexander V Grishin et al.
Antibiotics (Basel, Switzerland), 9(12) (2020-12-23)
Antibacterial lysins are enzymes that hydrolyze bacterial peptidoglycan, which results in the rapid death of bacterial cells due to osmotic lysis. Lysostaphin is one of the most potent and well-studied lysins active against important nosocomial pathogen Staphylococcus aureus. Similarly to
Steffen Wöll et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 136, 203-212 (2019-01-25)
Conventional chemotherapy is associated with therapy-limiting side effects, which might be alleviated by targeted chemotherapeutics such as immunoliposomes. The targeting ligands of immunoliposomes are commonly attached by unspecific chemical conjugation, bearing risk of structural heterogeneity and therewith related biological consequences.
Takuya Matsumoto et al.
Journal of biotechnology, 152(1-2), 37-42 (2011-01-26)
Streptavidin is tetrameric protein which has tight and specific biotin binding affinity, and streptavidin modification of proteins or small molecules is widely used for biotechnology tool. Here, we demonstrate site-specific streptavidin-protein conjugation using enzymes. We focused on sortase A, a
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