Fmoc-Phe(SO3Na)-OH

Introduction of 4-sulfo-phenylalanine is an effective strategy for increasing solubility of a peptide. This amino acid has also been employed in analogs of angiotensin 2 ^[1], phytosulfokine ^[2], and cyclolinopeptide A ^[3]. Its incorporation during solid phase synthesis using Fmoc-Phe(SO3Na)-OH is best carried out with base-mediated coupling methods such as PyBOP^® or HBTU.

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

Literature references

^[1] E. Escher, et al. (1983) , 66, 1355.
^[2] A. Bahyrycz, et al. (2004) , 10, 462.
^[3] Y. Fujiwara, et al. (1994) , 42, 724.

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in DMF): -17.0 - -15.0 °
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Purity TLC (BAW 1): ≥ 97.0 %
Solubility (1 mmole in 2 ml DMF): clearly soluble

To see the solvent systems used for TLC of Novabiochem^® products please click here.

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PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany