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G5755

Sigma-Aldrich

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:
7093-67-6
Molecular Weight:
303.27
Beilstein:
1716946
EC Number:
230-398-3
MDL number:
MFCD00083696
UNSPSC Code:
12352200
PubChem Substance ID:
24895226
NACRES:
NA.26

Assay

≥98% (TLC)

form

solid

color

white

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

NCC(=O)NCC(=O)NCC(=O)NCC(=O)NCC(O)=O

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)

InChI key

MXHCPCSDRGLRER-UHFFFAOYSA-N

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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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.
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
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
Stuart A Allison et al.
Journal of separation science, 33(16), 2430-2438 (2010-06-10)
The electrophoretic mobility of low molecular mass oligoglycines is examined in this study using a "coarse-grained" bead modeling methodology [Pei, H., Allison, S. A., J. Chromatogr. A 2009, 1216, 1908-1916]. The advantage of focusing on these peptides is that their
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