8.55072
p-Nitrophenyl carbonate Merrifield resin
Novabiochem®
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About This Item
NACRES:
NA.22
UNSPSC Code:
12352005
Quality Level
product line
Novabiochem®
form
beads
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis, reactivity: amine reactive
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
storage temp.
15-25°C
General description
Resin-bound p-nitrophenyl carbonate esters react readily with amines to provide the corresponding resin-bound carbamate. Leznoff [1] was the first to demonstrate the utility of such resins in solid phase synthesis with the preparation of mono-acylated diamines from symmetrical diamines. Dress man, et al. [2] have used carbamate linked resin-bound amino acid amides to make hydantoins via a base-mediated cyclization/ cleavage strategy; a similar approach has also been used to prepare quinazolidine-2,4-diones [3]. Gordon, et al. [4] have used p-nitrophenyl carbonate Merrifield resin to immobilize a ketone linker through a phenyl carbonate linkage. Loading of this resin can be quantified by measuring the release of p-nitrophenolate [5].
Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins
Literature references
[1] D. M. Dixit, et al. (1978) Israel J. Chem., 17, 248.
[2] B. A. Dressman, et al. (1996) Tetrahedron Lett., 37, 937.
[3] L. Gouilleux, et al. (1996) Tetrahedron Lett., 37, 7031.
[4] K. Gordon, et al. (2000) Tetrahedron Lett., 41, 8621.
[5] A. Paio, et al. (2003) Tetrahedron Lett.,44, 1867.
Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins
Literature references
[1] D. M. Dixit, et al. (1978) Israel J. Chem., 17, 248.
[2] B. A. Dressman, et al. (1996) Tetrahedron Lett., 37, 937.
[3] L. Gouilleux, et al. (1996) Tetrahedron Lett., 37, 7031.
[4] K. Gordon, et al. (2000) Tetrahedron Lett., 41, 8621.
[5] A. Paio, et al. (2003) Tetrahedron Lett.,44, 1867.
Analysis Note
Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (photometric determination of p-nitrophenyl released upon treatment with piperidin): 0.80 - 1.40 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly ( styrene - 1% DVB ), 100 - 200 mesh
Appearance of substance (visual): beads
Loading (photometric determination of p-nitrophenyl released upon treatment with piperidin): 0.80 - 1.40 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly ( styrene - 1% DVB ), 100 - 200 mesh
Other Notes
Replaces: 01-64-0131
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 3
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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