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8.52216

Fmoc-Dpr(Boc-Aoa)-OH

Novabiochem®

Synonym(s):

Fmoc-Dpr(Boc-Aoa)-OH, N-α-Fmoc-N-β-(N-t.-Boc-amino-oxyacetyl)-L-diaminopropionic acid

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About This Item

Empirical Formula (Hill Notation):
C25H29N3O8
CAS Number:
600153-12-6
Molecular Weight:
499.51
MDL number:
MFCD02682868
UNSPSC Code:
12352209
NACRES:
NA.22
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Quality Level

200

product line

Novabiochem®

assay

≥95.0% (acidimetric), ≥96.0% (HPLC), ≥98% (TLC)

form

powder

reaction suitability

reagent type: ligand

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Boc, Fmoc

storage temp.

2-30°C

SMILES string

N(OCC(=O)NC[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O)C(=O)OC(C)(C)C

InChI

1S/C25H29N3O8/c1-25(2,3)36-24(33)28-35-14-21(29)26-12-20(22(30)31)27-23(32)34-13-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,26,29)(H,27,32)(H,28,33)(H,30,31)/t20-/m0/s1

InChI key

KHRQNEDYPNTPKW-FQEVSTJZSA-N

General description

An excellent derivative for the chemoselective ligation of unprotected peptides in aqueous media [1] via oxime formation. This derivative introduces a hydroxylamine functionality which can couple with aldehyde groups present in another peptide unit.

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

Literature references

[1] F. Wahl & M. Mutter (1996) Tetrahedron Lett., 37, 6861.

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 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %

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

Other Notes

Replaces: 04-12-1185

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)

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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