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Key Documents

8.56045

Sigma-Aldrich

Fmoc-Gly-NovaSyn® TGT

for peptide synthesis, Novabiochem®

Sinónimos:

Fmoc-Glycine Resin

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About This Item

UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Gly-NovaSyn® TGT, Novabiochem®

Quality Level

product line

NovaSyn® TG
Novabiochem®

form

beads

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

15-25°C

General description

Pre-loaded resin for synthesis of peptide acids and protected peptide fragments containing a C-terminal glycine amino-acid residue by Fmoc SPPS.The base NovaSyn® TG is a composite of low cross-linked polystyrene and 3000-4000 M.W. polyethylene glycol. Peptide synthesis is carried out at the ends of the PEG chains that have been functionalized with the hyper-acid labile 4-carboxytrityl alcohol linker. This use of the bulky trityl-type linker helps prevent diketopiperazine formation that can occur during piperidine treatment of Fmoc-protected dipeptidyl resins.,,Treatment of the peptidyl resin with 20% TFE in DCM or 1% TFA in DCM cleaves the product from the resin without affecting the standard TFA-labile side-chain protecting groups. Standard TFA cleavage releases the fully deprotected peptide.


Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references:
[1] K. Barlos, et al. (1989) Tetrahedron Lett., 30, 3947.
[2] K. Barlos, et al. (1993) Ann. Chem., 215.
[3] R. Steinauer, et al. in “Innovations & Perspectives in Solid Phase Synthesis”, R. Epton (Ed.), Mayflower Scientific Ltd., Birmingham, 1994, pp. 689.
[4] K. Barlos & D. Gatos in “Fmoc solid phase peptide synthesis: a practical approach”, W. C. Chan & P. D.White (Eds.), Oxford University Press, Oxford, 2000, pp. 218.

Application

Fmoc-Gly-NovaSyn® TGT has been used to preparehydrazinopeptides as intermediates in the semi-synthesis of glycopeptides.

Linkage

Replaces: 04-12-2711

Analysis Note

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (Photometric determination of the Fmoc-chromophore liberated upon treatment with DBU/DMF): 0.10 - 0.30 mmol/g
Swelling Volume (in DMF): lot specific result
Identity (of the substitution): passes test
The base resin is PEG-PS-copoymer (90µm), functionalised with 4-carboxy-tritylchloride.

Legal Information

NOVASYN is a registered trademark of Merck KGaA, Darmstadt, Germany
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Veresterung von partiell geschutzten peptid-fragmenten mit harzen. Einsatz von 2-chlortritylchlorid zur synthese von Leu15-gastrin I
K. Barlos, et al.
Tetrahedron Letters, 30, 3947-3947 (1989)
Innovations & Perspectives in Solid Phase Synthesis
R. Steinauer, et al.
Solid Phase Synthesis, 2nd Int. Symposium, R. Epton, ed., 689-689 (1994)
K. Barlos, et al.
Ann. Chem., 215-215 (1993)
Fmoc solid phase peptide synthesis: a practical approach
K. Barlos & D. Gatos
Solid Phase Peptide Synthesis: A Practical Approach, 218-218 (2000)
Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis
Nyandoro K, et al.
Organic & Biomolecular Chemistry, 20, 8506-8514 (2022)

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