Glycine-N-T-BOC-[15N]
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Glycine-N-T-BOC-[15N]

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Glycine-N-T-BOC-[15N] is a labelled Glycine-N-T-BOC. Glycine is one of the non-essential amino acids for humans. Glycine is an inhibitory neurotransmitter in the central nervous system.

Category
BOC-Amino Acids
Catalog number
BAT-008164
CAS number
106665-75-2
Molecular Formula
C7H13[15N]O4
Molecular Weight
176.18
Glycine-N-T-BOC-[15N]
IUPAC Name
2-[(2-methylpropan-2-yl)oxycarbonyl(15N)amino]acetic acid
Synonyms
Boc-Gly-OH-15N; N-(tert-Butoxycarbonyl)glycine-15N
Related CAS
4530-20-5 (unlabelled)
Purity
98% by HPLC; 98% atom 15N
Melting Point
86-89°C (lit.)
InChI
InChI=1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)/i8+1
InChI Key
VRPJIFMKZZEXLR-VJJZLTLGSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCC(=O)O
1.Synthesis and chemical stability of a disulfide bond in a model cyclic pentapeptide: cyclo(1,4)-Cys-Gly-Phe-Cys-Gly-OH.
He HT1, Gürsoy RN, Kupczyk-Subotkowska L, Tian J, Williams T, Siahaan TJ. J Pharm Sci. 2006 Oct;95(10):2222-34.
Many cyclic peptides are formed using a disulfide bond to increase their conformational rigidity; this provides receptor selectivity and increased potency. However, degradation of the disulfide bond in formulation can lead to a loss of structural stability and biological activity of the peptide. Therefore, the objective of this study was to study the stability of peptide 1 (cyclo(1,4)-Cys-Gly-Phe-Cys-Gly-OH). This cyclic peptide was synthesized using Boc strategy via solution-phase peptide synthesis and purified using semi-preparative HPLC. The accelerated stability studies of the cyclic peptide were conducted in buffer solutions at pH 1.0-11.0 with controlled ionic strengths at 70 degrees C. The pH-rate profile shows that the peptide has an optimal stability around pH 3.0 with a V-shape between pH 1.0 and 5.0. Two small plateaus are observed at pH 5.0-7.0 and pH 8.0-10.0, indicating hydrolysis on different ionized forms of the cyclic peptide.
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