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8.52075

Sigma-Aldrich

Fmoc-Orn(Mtt)-OH

Novabiochem®

Synonym(s):

Fmoc-Orn(Mtt)-OH, N-α-Fmoc-N-δ-4-methyltrityl-L-ornithine

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About This Item

Empirical Formula (Hill Notation):
C40H38N2O4
CAS Number:
343770-23-0
Molecular Weight:
610.74
UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

200

product line

Novabiochem®

Assay

≥90.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

amine

storage temp.

15-25°C

InChI

1S/C40H38N2O4/c1-28-22-24-31(25-23-28)40(29-13-4-2-5-14-29,30-15-6-3-7-16-30)41-26-12-21-37(38(43)44)42-39(45)46-27-36-34-19-10-8-17-32(34)33-18-9-11-20-35(33)36/h2-11,13-20,22-25,36-37,41H,12,21,26-27H2,1H3,(H,42,45)(H,43,44)/t37-/m0/s1

InChI key

RRYSGISHZIBOJC-QNGWXLTQSA-N

General description

The side-chain Mtt group can be selectively removed with 1% TFA in DCM [1,2,3] or DCM/HFIP/TFE/TES (6.5:2:1:0.5) [4], making this an excellent derivative for the synthesis by Fmoc SPPS of branched peptides, peptides modified at the ornithine side-chain [4,5], for the construction of templates and multifunctionalized resins for combinatorial synthesis [6].

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

Literature references

[1] K. Barlos, et al., C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden, 1993, pp. 283.
[2] A. Aletras, et al. (1995) Int. J. Peptide Protein Res., 45, 488.
[3] L. Bourel, et al. (2000) J. Peptide Sci., 6, 264.
[4] K. Barlos, personal communication.
[5] P. Hoogerhout, et al. (1999) J. Peptide Res., 54, 436.
[6] C. Park & K. Burgess (2001) J. Comb. Chem., 3, 257.

Linkage

Replaces: 04-12-1168

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(CMA2)): ≥ 98 %
Purity (TLC(011C)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.0 %

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

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

Selecting Orthogonal Building Blocks

Novabiochem® product range has one of the largest collections of orthogonally and quasi-orthogonally protected tri-functional amino acids. These derivatives are useful tools for the synthesis of cyclic and branched peptides and peptides carrying side-chain modifications.

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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