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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

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

Certificates of Analysis (COA)

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P H Naccache et al.
Blood, 84(2), 616-624 (1994-07-15)
The control of the adhesive properties of human neutrophils is an essential element of their defense function. One level at which this control is exerted involves the upregulation of the surface expression of beta 2-integrins. In this study, we have
Jing Fu et al.
Journal of hazardous materials, 368, 186-196 (2019-01-25)
Methyl-triclosan (MTCS), as a biodegradation product from antibacterial triclosan (TCS), has been detected in water catchments, and it has also been verified to accumulate in biota due to its hydrophobicity. There is a lack, however, of toxicity studies on MTCS
Jing Fu et al.
Ecotoxicology and environmental safety, 189, 110039-110039 (2019-12-13)
The omnipresence of antimicrobial triclosan (TCS) and by-products in aquatic environments is a threat to aquatic organisms. Traditionally, the adverse effects of TCS and its by-products have been evaluated by examining the phenotypic output relevant to predicting acute toxicity rather
L Noronha-Blob et al.
Gastroenterology, 104(4), 1021-1029 (1993-04-01)
The efficacy of the leukocyte recruitment inhibitor, N-[9H-2,7-dimethylfluoren-9-ylmethoxy)carbonyl]-L-leucine (NPC 15669) was compared with drugs used to treat inflammatory bowel diseases in a rat model, acetic acid-induced colitis. Colonic damage assessed by visual inspection, histological quantitation of tissue injury, vascular permeability
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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