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Fmoc-L-Arg(Pbf)-OH

CAS No.
154445-77-9
Chemical Name:
Fmoc-L-Arg(Pbf)-OH
Synonyms
FMOC-ARG(PBF);FMOC-L-ARG(PBF)-OH;Fomc-Arg(pbf)-OH;-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid;FMOC-L-ARG(PBF);FMOC-ARG(PBF)-OH;Fmoc-Arq(Pbf)-OH;Fmoc Pbf Arginine;Fmoc-Arg(Pbf) ,98%;Fmoc-Pbf-L-arginine
CBNumber:
CB7764987
Molecular Formula:
C34H40N4O7S
Molecular Weight:
648.77
MDL Number:
MFCD00235804
MOL File:
154445-77-9.mol
MSDS File:
SDS
Last updated:2024-12-03 17:31:09

Fmoc-L-Arg(Pbf)-OH Properties

Melting point 132°C
alpha -5.5 º (c=1,DMF)
Density 1.37±0.1 g/cm3(Predicted)
storage temp. Store at -15°C to -25°C.
solubility DMF (Sparingly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 3.83±0.21(Predicted)
color White to Off-White
optical activity [α]/D -5.5±1.0°, c = 1 in DMF
BRN 8302671
InChIKey YUMOVWGGELTYES-LJAQVGFWSA-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 154445-77-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H332-H335-H315-H312-H319-H302
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  1
HS Code  2935 90 90
HazardClass  IRRITANT
NFPA 704
1
0 0

Fmoc-L-Arg(Pbf)-OH price More Price(70)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52067 Fmoc-Arg(Pbf)-OH Novabiochem? 154445-77-9 5G $65.6 2024-03-01 Buy
Sigma-Aldrich 8.52067 Fmoc-Arg(Pbf)-OH Novabiochem? 154445-77-9 25g $219 2024-03-01 Buy
Sigma-Aldrich 8.52067 Fmoc-Arg(Pbf)-OH Novabiochem? 154445-77-9 100g $583 2024-03-01 Buy
Sigma-Aldrich 8.52067 Fmoc-Arg(Pbf)-OH Novabiochem? 154445-77-9 250g $1170 2024-03-01 Buy
Sigma-Aldrich 8.52067 Fmoc-Arg(Pbf)-OH Novabiochem? 154445-77-9 1kg $3070 2024-03-01 Buy
Product number Packaging Price Buy
8.52067 5G $65.6 Buy
8.52067 25g $219 Buy
8.52067 100g $583 Buy
8.52067 250g $1170 Buy
8.52067 1kg $3070 Buy

Fmoc-L-Arg(Pbf)-OH Chemical Properties,Uses,Production

Chemical Properties

white powde

Uses

Fmoc-Arg(Pbf)-OH is a Fmoc-protected amino acid derivative that can be used to create arginine-containing peptides. The 2,2,4,6,7-pentamethyIdlhydrobenzofuran-5-sulfonyl group (Pbf) can be easily cleaved by trifluoroacetic acid (TFA).

Uses

Fmoc-Arg(Pbf)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Definition

Fmoc-Arg(Pbf)-OH is the standard derivative for the introduction of Arg in Fmoc SPPS. In the preparation of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH. The Pbf side-chain protecting group is removed with TFA approximately 1-2 times faster than Pmc. TFA cleavage is best performed in the presence of a silane scavenger. The Pbf group of Fmoc-Arg(Pbf)-OH can be cleaved under moderate acid conditions.

General Description

Fmoc-Arg(Pbf)-OH, which is the most used building block for the introduction of Arg into SPPS, is the most expensive of all protected proteinogenic amino acids currently on the market and, like all Arg derivatives, it undergoes an important side-reaction upon activation. It is a highly problematic amino acid because of its ability to react intramolecularly, leading to its δ-lactam derivative. Arg is the key for the development of the so-called Cell-Penetrating Peptides[1].

Reactivity Profile

The Pbf group of Fmoc-L-Arg(Pbf)-OH can be cleaved under moderate acid conditions. The amount of tryptophan alkylation is significantly reduced compared to other arginine side chain protecting groups, especially in the absence of scavengers. In one example reported in the literature, a peptide containing Arg(Pmc) was cleaved, and deprotected TFA resulted in 46% of the desired peptide.

Solubility in organics

≥64.9 mg/mL in DMSO; insoluble in H2O; ≥2.14 mg/mL in EtOH with ultrasonic

References

[1] Torre B, et al. Successful Development of a Method for the Incorporation of Fmoc-Arg(Pbf)-OH in Solid-Phase Peptide Synthesis using N Butylpyrrolidinone (NBP) as Solvent. Green Chemistry, 2020; 22: 3162-3169.

Fmoc-L-Arg(Pbf)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 515)Suppliers
Supplier Tel Email Country ProdList Advantage
Chemtour Biotech Co., Ltd
+8617327281506 market@chemtour.com China 1460 58
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HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
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+86-371-66670886 info@dakenam.com China 18751 58

View Lastest Price from Fmoc-L-Arg(Pbf)-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fmoc-L-Arg(Pbf)-OH pictures 2024-12-23 Fmoc-L-Arg(Pbf)-OH
154445-77-9
US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
Fmoc-L-Arg(Pbf)-OH pictures 2024-12-23 Fmoc-L-Arg(Pbf)-OH
154445-77-9
US $999.00-800.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Fmoc-L-Arg(Pbf)-OH pictures 2024-12-23 Fmoc-L-Arg(Pbf)-OH
154445-77-9
US $100.00-75.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Fmoc-L-Arg(Pbf)-OH pictures
  • Fmoc-L-Arg(Pbf)-OH
    154445-77-9
  • US $999.00-800.00 / kg
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Fmoc-L-Arg(Pbf)-OH pictures
  • Fmoc-L-Arg(Pbf)-OH
    154445-77-9
  • US $100.00-75.00 / kg
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Fmoc-L-Arg(Pbf)-OH Spectrum

na-fmoc-ng-(2,2,4,6,7-pentamethyl-*dihydrobenzofu FMOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE FMOC-NG-PBF-L-ARGININE FMOC-ARGININE(PBF)-OH FMOC-ARG(PBF)-OH FMOC-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE FMOC-L-ARGININE(PBF) FMOC-L-ARG(PBF) pentaMethyldihydrobenzofuran-5-sulfonyl)-L-arginine Nalpha-Fmoc-Nomega-Pbf-L-arginine Fmoc-Arg(Pbf)-OH N^a-FMoc-N^w-(2,2,4,6,7-pentaMethyl-2,3-dihydrobenzo[b]furan-5-ylsulfonyl)-L-arginine, 98% Na-FMoc-Nw-Pbf-L-arginine N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-OMEGA-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-NG-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE N-ALPHA-FMOC-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE N-ALPHA-FMOC-N-G-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ALPHARGININE N-ALPHA-FMOC-N-G-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE N-ALPHA-FMOC-N-OMEGA-PBF-L-ARGININE N-ALPHA-FMOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE N ALPHA-9-FLUORENYLMETHYLOXYCARBONYL-N OMEGA-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE Nα-FMoc-Nω-(2,2,4,6,7-pentaMethyldihydrobenzofuran-5-sulfonyl)-L-arginine (S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-5-(3-((2,2,4,6,7-pentaMethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)guanidino)pentanoic acid L-Ornithine, N5-[[[(2,3-dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]- Nα-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydro-benzofuran-5-sulfonyl)-L-arginine≥ 99.5% (HPLC, Chiral purity) Nalpha-Fmoc-Nomega-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan-5-ylsulfonyl)-L-arginine FMoc-Arg(Pbf)-OH >=98.0% (HPLC) Nα-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine Na-Fmoc-Ng-2,2,4,6,7-pentamethyl-dihydrobenzofuran-5-sulfonyl-L-arginine N-α-Fmoc-N-ω-2,2,4,6,7-pentamethyldihydro NA-FMOC-NG-(2,2,4,6,7-PENTAMETHYL-*DIHYD ROBENZOFURA Fmoc-Arq(Pbf)-OH Nα-Fmoc-Nω-Pbf-L-Arginine NALPHA-9-Fluorenylmethoxycarbonyl-NOMEGA-(2,2,4,6,7-pentamethyldihydrobenzo N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine N-Fmoc-Ng-2,2,4,6,7-pentamethyldihydrobenzofuran-5- sulfonyl-D-Arginine FMOC-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Nα-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine, Nα-Fmoc-Nω-Pbf-L-arginine Nα-Fmoc-Nω-Pbf-L-arginine ,98% Fmoc-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-argin fmoc-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfon FMoc-Arg(Pbf)-OH N-α-FMoc-N-ω-2,2,4,6,7-pentaMethyldihydro Nalpha-[(9H-Fluoren-9-ylMethoxy)carbonyl]-NoMega-(2,2,4,6,7-pentaMethyldihydrobenzofuran-5-sulfonyl)-L-arginine Fmoc-Arg(Pbf) ,98% nα-fmoc-nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-l-arginine Nalpha-9-Fluorenylmethyloxycarbonyl-Nw-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine L-ARGININE-N-FMOC, PBF (CHEMICAL PURITY 90-95%) FMOC-L-ARG(PBF)-OH(154445-77-9) Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine (9H-Fluoren-9-yl)MethOxy]Carbonyl Arg(Pbf)-OH N5-[[[(2,3-Dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine Nalpha-Fmoc-Nomega-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan)-5-sulfonyl-L-arginine (2S)-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 Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nomega-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine> FMOC-ARG(PBF)-OH 100 G FMOC-ARG(PBF)-OH 250 G FMOC-ARG(PBF)-OH 5 G (2S)-5-[[amino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoicaci