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8.56044

Sigma-Aldrich

Fmoc-Cys(Trt)-NovaSyn® TGT

for peptide synthesis, Novabiochem®

Synonym(s):

Trityl-Protected Cysteine Resin

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About This Item

UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Cys(Trt)-NovaSyn® TGT, Novabiochem®

Quality Level

product line

NovaSyn® TG
Novabiochem®

form

solid

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 cysteine 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 this linker helps prevent racemization and β-piperidinylalanine formation during chain extension.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] E. Atherton, et al. in "Peptides 1990, Proc. 21st European Peptide Symposium, E. Giralt & D. Andreu(Eds), 1991, Escom, Leiden, pp. 243
[2] J. Lukszo, et al. (1996) Lett. Pept. Sci., 3, 157.
[3] Y. Fujiwara, et al. (1994) Chem. Pharm. Bull., 42, 724.
[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

Applications of Fmoc-Cys(Trt)-NovaSyn® TGT include:
  • the preparation of a phosphoprotein using Native Chemical Ligation (NCL).
  • the preparation of a peptide intermediate for use in glycoprotein semi-synthesis.

Linkage

Replaces: 04-12-2705

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Access to phosphoproteins and glycoproteins through semi-synthesis, Native Chemical Ligation and N? S acyl transfer
Masania J, et al.
Organic & Biomolecular Chemistry, 5113-5119 (2010)
Racemization-free synthesis of C-terminal cysteine-peptide using 2-chlorotrityl resin
Y. Fujiwara, et al.
Journal of Chemical and Pharmaceutical Sciences , 42, 724-724 (1994)
3-(1-Piperidinyl) alanine formation during the preparation of C-terminal cysteine peptides with the Fmoc/t-Bu strategy
J. Lukszo, et al.
Peptide science (Hoboken, N.J.), 3, 157-157 (1996)
K. Barlos & D. Gatos in ?Fmoc solid phase peptide synthesis: a practical approach?, W. C. Chan & P. D. White (Eds.), Oxford University Press, Oxford
K. Barlos & D. Gatos
Solid Phase Peptide Synthesis: A Practical Approach, 218-218 (2000)
Peptides 1990, Proc. 21st European Peptide Symposium, E. Giralt & D. Andreu
E. Atherton, et al. in
Proceedings, 243-243 (1991)

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