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47627

Sigma-Aldrich

Fmoc-Gly-OH

≥98.0% (T)

Synonym(s):

Fmoc-glycine

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About This Item

Empirical Formula (Hill Notation):
C17H15NO4
CAS Number:
Molecular Weight:
297.31
Beilstein:
2163967
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥98.0% (T)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

174-175 °C (lit.)
174-178 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

OC(=O)CNC(=O)OCC1c2ccccc2-c3ccccc13

InChI

1S/C17H15NO4/c19-16(20)9-18-17(21)22-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H,18,21)(H,19,20)

InChI key

NDKDFTQNXLHCGO-UHFFFAOYSA-N

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Application

  • Efficient Fmoc-Protected Amino Ester Hydrolysis Using Green Calcium (II) Iodide as a Protective Agent: This study describes the utilization of environmentally friendly calcium iodide in the hydrolysis of Fmoc-protected amino esters, enhancing reaction efficiency and sustainability (R Binette, M Desgagné, C Theaud, PL Boudreault - Molecules, 2022). Link to the article.
  • α/β-Chimera peptide synthesis with cyclic β-sugar amino acids: the efficient coupling protocol: This research provides an advanced synthesis method for α/β-chimera peptides using cyclic β-sugar amino acids, demonstrating significant implications for peptide design in medicinal chemistry (A Nagy, V Goldschmidt Gőz, I Pintér, V Farkas - Amino acids, 2019). Link to the article.
  • MS, CD, and FT-IR characterization of five newly synthesized histidine-containing Ala-and Gly-based peptides: This paper presents detailed characterization of novel histidine-containing peptides, highlighting techniques that could be pivotal for peptide-based drug discovery (M Murariu, L Ion, CI Ciobanu, BA Petre - Rev. Roum Chem., 2017). Link to the article.
  • Efficient method for the concentration determination of fmoc groups incorporated in the core-shell materials by Fmoc–glycine: This article elaborates on an efficient method for determining the concentration of fmoc groups in core-shell materials, critical for the design of advanced functional materials (E Szczepańska, B Grobelna, J Ryl, A Kulpa - Molecules, 2020). Link to the article.
  • Circular aqueous fmoc/t‐bu solid‐phase peptide synthesis: This study explores a novel approach in solid-phase peptide synthesis, utilizing circular aqueous techniques that may offer greener and more efficient methodologies for peptide synthesis (J Pawlas, JH Rasmussen - ChemSusChem, 2021). Link to the article.

Other Notes

Fmoc-glycine coupling of saccharide β-glycosylamines for the fractionation of oligosaccharides and formation of neoglycoconjugates.

Storage Class Code

11 - 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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G Arsequell et al.
Analytical biochemistry, 216(1), 165-170 (1994-01-01)
We have devised a new saccharide derivatization scheme to provide not only the temporary attachment of a chromophore for detecting and facilitating the chromatographic separation of carbohydrates, but also the intermediates for further derivatization to produce neoglycoconjugates. Several neutral unprotected

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