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Sigma-Aldrich

Boc-Trp(For)-OH

Novabiochem®

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Synonym(s):
Boc-Trp(For)-OH, N-α-t.-Boc-N-in-formyl-L-tryptophan
Empirical Formula (Hill Notation):
C17H20N2O5
CAS Number:
47355-10-2
Molecular Weight:
332.35
MDL number:
MFCD00065992

Quality Level

200

product line

Novabiochem®

Assay

≥98% (TLC)

form

powder

reaction suitability

reaction type: Boc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

100 °C (decomposition)

application(s)

peptide synthesis

storage temp.

15-25°C

InChI

1S/C17H20N2O5/c1-17(2,3)24-16(23)18-13(15(21)22)8-11-9-19(10-20)14-7-5-4-6-12(11)14/h4-7,9-10,13H,8H2,1-3H3,(H,18,23)(H,21,22)/t13-/m0/s1

InChI key

IHXHBYFWSOYYTR-ZDUSSCGKSA-N

Related Categories

General description

Standard building block for introduction of tryptophan by Boc SPPS. The formyl group is stable to standard high HF cleavage but can be removed by HF containing thiophenol [1,2,3]. The formyl group can also be removed with piperidine in DMF prior to HF cleavage.

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

Literature references

[1] M. Ohno, et al. (1973) Bull. Chem. Soc. Jpn., 46, 3280.
[2] W. F. Heath, et al. (1982) J. Chem. Soc., Chem. Commun., 896.
[3] G. R. Matsueda (1982) Int. J. Peptide Protein Res., 20, 26.

Linkage

Replaces: 04-12-0087

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(0811)): ≥ 98 %
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble

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

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Protocols

Boc Resin Cleavage and Deprotection

The most popular reagent for cleavage of peptides from Boc-based resins is anhydrous HF. Of all the cleavage procedures HF appears to be the most versatile and least harmful to a wide variety of peptides synthesized on Boc-based resins.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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