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8.52110

Fmoc-(Dmb)Gly-OH

Novabiochem®

Synonym(s):

Fmoc-(Dmb)Gly-OH, N-α-Fmoc-N-α-(2, 4-dimethoxybenzyl)-glycine

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About This Item

Empirical Formula (Hill Notation):
C26H25NO6
CAS Number:
166881-42-1
Molecular Weight:
447.48
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD08064316
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Quality Level

200

product line

Novabiochem®

assay

≥94.0% (acidimetric), ≥98% (TLC), ≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

-10 to -25°C

SMILES string

N(Cc4c(cc(cc4)OC)OC)(CC(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI

1S/C26H25NO6/c1-31-18-12-11-17(24(13-18)32-2)14-27(15-25(28)29)26(30)33-16-23-21-9-5-3-7-19(21)20-8-4-6-10-22(20)23/h3-13,23H,14-16H2,1-2H3,(H,28,29)

InChI key

UIDQSTVPYKMCEY-UHFFFAOYSA-N

General description

Fmoc-(Dmb)Gly-OH is an excellent reagent for enhancing synthetic efficiency of glycine-containing peptides by Fmoc SPPS .Like the analogous Hmb derivative Fmoc-(FmocHmb)Gly-OH, the use of this derivative prevents aggregation during chain assemby, thereby leading to faster and more predictable acylation and deprotection reactions. Furthermore, it can prevent aspartimide formation when used to introduce a Gly immediately before an Asp residue and help promote cyclization of Gly-containing peptides [1]. The analogous (Tmob)Gly derivative has been used by Bayer and colleagues to prepare a 64-residue transmembrane peptide in remarkable purity [2].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aggregation in Fmoc SPPS

Literature references

[1] M. El Haddadi, et al. (2000) J. Pept. Sci., 6, 560 (2000) J. Pept. Sci., 6, 560.
[2] K. Jauch, et al. in "Peptides 1996: Proc. 24th European Peptide Symposium", R. Ramage and R. Epton (Eds), Mayflower Scientific Ltd., 1996, pp 497.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(157B)): ≥ 98 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): passes test
Assay (acidimetric): ≥ 94.0 %
Water (K. F.): ≤ 1.00 %

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

Other Notes

Replaces: 04-12-1268

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)

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