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Structure of 43200-81-3
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Hmb protection of amide bonds has been shown to inhibit aggregation of "difficult" peptides by Fmoc SPPS, thereby leading to products of increased purity [1,2,3,4,5,6]. Retention of Hmb groups on the cleaved peptide can greatly improve the solubility of protected peptide fragments [7, 8] and otherwise intractable sequences [9,10,11]. Furthermore, using a Hmb-protected derivative for incorporation of the residue linked to the carboxyl group of Asp or Asn residues has been found to suppress formation of aspartimide and piperidide related by-products [12,13,14]. For a comparison of the efficiency of Hmb and pseudoprolines in preventing aggregation, see [15]. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] T. Johnson, et al. (1993) J. Chem. Soc., Chem. Commun., 369. [2] C. Hyde, et al. (1994) Int. J. Peptide Protein Res., 43, 431. [3] L. C. Packman, et al. (1994) Pept. Res., 7, 125. [4] T. Johnson, et al. (1994) Tetrahedron Lett., 35, 463. [5] R. G. Simmonds (1996) Int. J. Peptide Protein Res., 47, 36. [6] T. Johnson, et al. (1995) Lett. Pept. Sci., 1, 11. [7] M. Quibell, et al. (1995) J. Am. Chem. Soc., 117, 11656. [8] M. Quibell, et al. (1996) J. Chem. Soc., Perkin Trans. 1, 1227. [9] M. Quibell, et al. (1994) Tetrahedron Lett., 35, 2237. [10] M. Quibell, et al. (1994) J. Org. Chem., 59, 1745. [11] M. Quibell, et al. (1995) J. Chem. Soc., Perkin Trans. 1, 2019. [12] M. Quibell, et al. (1994) J. Chem. Soc., Chem. Commun., 2343. [13] L. C. Packman (1995) Tetrahedron Lett., 36, 7523. [14] J. Offer, et al. (1996) J. Chem. Soc., Perkin Trans. 1, 175. [15] W. R. Sampson, et al. (1999) J. Peptide Sci., 5, 403.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H320-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Lot numbers can be found on the outside label of a product: