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8.52243

Fmoc-D-Dpr(ivDde)-OH

Novabiochem®

Synonym(s):

Fmoc-D-Dpr(ivDde)-OH, N-α-Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-D-diaminopropionic acid

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About This Item

Empirical Formula (Hill Notation):
C31H36N2O6
CAS Number:
1228900-15-9
Molecular Weight:
532.63
MDL number:
MFCD01631664
UNSPSC Code:
12352209
NACRES:
NA.22
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Quality Level

200

product line

Novabiochem®

assay

≥90.0% (acidimetric), ≥95.0% (HPLC), ≥98% (TLC)

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

SMILES string

N([C@H](CNC(=C4C(=O)CC(CC4=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI key

HLIFXCXTXPXGNH-RUZDIDTESA-N

General description

This orthogonally-protected derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains. When removing ivDde in the presence of allyl based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(157A)): ≥ 98 %
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Water (K. F.): ≤ 1.0 %
Assay (acidimetric): ≥ 90.0 %

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

Other Notes

Replaces: 04-13-1074

Legal Information

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

Storage Class

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® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.