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8.52115

Sigma-Aldrich

Fmoc-Asp(OtBu)-(Dmb)Gly-OH

≥98% (TLC), for peptide synthesis, Novabiochem®

Synonym(s):

Fmoc-Asp(OtBu)-(Dmb)Gly-OH, N-α-Fmoc-β-O-t.-butyl-L-aspartyl-N-α-(2,4-dimethoxybenzyl)-glycine

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About This Item

Empirical Formula (Hill Notation):
C34H38N2O9
CAS Number:
Molecular Weight:
618.67
UNSPSC Code:
12352209
NACRES:
NA.22

product name

Fmoc-Asp(OtBu)-(Dmb)Gly-OH, Novabiochem®

Quality Level

product line

Novabiochem®

Assay

≥90.0% (acidimetric)
≥97.0% (HPLC)
≥98% (TLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

InChI

1S/C34H38N2O9/c1-34(2,3)45-31(39)19-36(18-21-14-15-22(42-4)16-29(21)43-5)32(40)28(17-30(37)38)35-33(41)44-20-27-25-12-8-6-10-23(25)24-11-7-9-13-26(24)27/h6-16,27-28H,17-20H2,1-5H3,(H,35,41)(H,37,38)/t28-/m0/s1

InChI key

JWWOZAAYQXZHGO-NDEPHWFRSA-N

General description

Fmoc-Aaa-(Dmb)Gly-OH dipeptides offer the same benefits as pseudoproline dipeptides in Fmoc SPPS but for peptide sequences containing Gly. They are extremely easy to use. Standard coupling methods like PyBOP® /DIPEA or DIPCDI/HOBt can be used for their introduction. Removal of the Dmb group and regeneration of the glycine residue occurs during the course of standard TFA-mediated cleavage reaction. This derivative also completely inhibits aspartimide formation.

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

Linkage

Replaces: 04-12-1282

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in methanol): -24.0 - -20.0 °
Purity (TLC(157A)): ≥ 98 %
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.50 %

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Protocols

The ease of assembly of a given peptide sequence is hard to predict, which makes peptide synthesis challenging. Review methods and reagents for avoiding aggregation in solid-phase peptide synthesis.

The ease of assembly of a given peptide sequence is hard to predict, which makes peptide synthesis challenging. Review methods and reagents for avoiding aggregation in solid-phase peptide synthesis.

The ease of assembly of a given peptide sequence is hard to predict, which makes peptide synthesis challenging. Review methods and reagents for avoiding aggregation in solid-phase peptide synthesis.

The ease of assembly of a given peptide sequence is hard to predict, which makes peptide synthesis challenging. Review methods and reagents for avoiding aggregation in solid-phase peptide synthesis.

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