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Fmoc-D-Arg(Pbf)-OH

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Fmoc-D-Arg(Pbf)-OH Basic information

Product Name:
Fmoc-D-Arg(Pbf)-OH
Synonyms:
  • Boc-D-Arg(pdf)-OH
  • (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-{N'-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid
  • 2R)-5-[[amino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-D-ARGININE
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-OMEGA-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-D-ARGININE
  • N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-NG-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-D-ARGININE
  • N-ALPHA-FMOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-D-ARGININE
  • N-ALPHA-FMOC-N-OMEGA-PBF-D-ARGININE
CAS:
187618-60-6
MF:
C34H40N4O7S
MW:
648.77
Product Categories:
  • Arginine [Arg, R]
  • Amino Acids
Mol File:
187618-60-6.mol
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Fmoc-D-Arg(Pbf)-OH Chemical Properties

Density 
1.37±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in water or 1% acetic acid
form 
powder to crystal
pka
3.83±0.21(Predicted)
color 
White to Almost white
optical activity
5.2488° (C=1.0031 g/100ml, DMF)
BRN 
9537282
Major Application
peptide synthesis
InChIKey
HNICLNKVURBTKV-MUUNZHRXSA-N
SMILES
C(O)(=O)[C@@H](CCCNC=NNS(C1=C(C)C(C)=C2OC(C)(C)CC2=C1C)(=O)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference
187618-60-6(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
10
HazardClass 
IRRITANT
HS Code 
29350090
Storage Class
11 - Combustible Solids

MSDS

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Fmoc-D-Arg(Pbf)-OH Usage And Synthesis

Chemical Properties

White powder

Uses

peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

a6.Add H-Arg(Pbf)-OH, water 120L, THF in the reactor, adjust PH=8.5 with Na2CO3.

b6.Gradually add Fmoc-Osu (Fmoc-carbosulfinylsuccinimide), control the temperature 15-20 ??, PH=8-9 in order to complete the reaction of Arg(Pbf), and try to avoid the excess of Fmoc-Osu. Osu excess.

TLC plate tracking of the reaction, starting from the addition of Fmoc-Osu, reaction time 6 hours.

c6. Purification: extraction with petroleum ether/ethyl acetate (2:1); the aqueous phase was acidified with HCl to pH = 3 and stirred for 2 hours. Acidification temperature 0-10 ??; add ethyl acetate to extract the product; wash with saturated brine to pH 6; anhydrous sodium sulfate drying, vacuum filtration to remove solids, filtrate concentration, concentrated under reduced pressure to get the solid, vacuum drying to get the product.

The purity of the product was 99.6%, the maximum single heterogeneity was 0.09%, and the L-type isomer was 0.15%.

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