- Fmoc-L-Arg(Pbf)-OH
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- $0.00 / 1kg
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2024-04-18
- CAS:154445-77-9
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- Fmoc-Arg(Pbf)-OH
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- $1.10 / 1g
-
2024-04-17
- CAS:154445-77-9
- Min. Order: 1g
- Purity: 99.0% min
- Supply Ability: 100 tons min
- Fmoc-Arg(pbf)-OH
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- $0.00 / 1Box
-
2023-11-01
- CAS:154445-77-9
- Min. Order: 1Box
- Purity: 99%
- Supply Ability: 200kg
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| | Fmoc-L-Arg(Pbf)-OH Basic information |
| Product Name: | Fmoc-L-Arg(Pbf)-OH | | Synonyms: | 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) | | CAS: | 154445-77-9 | | MF: | C34H40N4O7S | | MW: | 648.77 | | EINECS: | 604-954-4 | | Product Categories: | Arginine [Arg, R];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series;Amino Acids | | Mol File: | 154445-77-9.mol |  |
| | Fmoc-L-Arg(Pbf)-OH Chemical 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 1 | | HS Code | 2935 90 90 | | HazardClass | IRRITANT |
| | Fmoc-L-Arg(Pbf)-OH Usage And Synthesis |
| 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.
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| | Fmoc-L-Arg(Pbf)-OH Preparation Products And Raw materials |
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