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Fmoc-L-Arg(Pbf)-OH

Product Name
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-L-ARGININE(PBF)
CBNumber
CB7764987
Molecular Formula
C34H40N4O7S
Formula Weight
648.77
MOL File
154445-77-9.mol
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Fmoc-L-Arg(Pbf)-OH Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1
HS Code 
2935 90 90
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.52067
Product name
Fmoc-Arg(Pbf)-OH
Purity
Novabiochem?
Packaging
5G
Price
$65.6
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52067
Product name
Fmoc-Arg(Pbf)-OH
Purity
Novabiochem?
Packaging
25g
Price
$219
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52067
Product name
Fmoc-Arg(Pbf)-OH
Purity
Novabiochem?
Packaging
100g
Price
$583
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52067
Product name
Fmoc-Arg(Pbf)-OH
Purity
Novabiochem?
Packaging
250g
Price
$1170
Updated
2024/03/01
Sigma-Aldrich
Product number
8.52067
Product name
Fmoc-Arg(Pbf)-OH
Purity
Novabiochem?
Packaging
1kg
Price
$3070
Updated
2024/03/01
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Fmoc-L-Arg(Pbf)-OH Chemical Properties,Usage,Production

Chemical Properties

white powde

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.

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).

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

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Fmoc-L-Arg(Pbf)-OH Suppliers

Lanxi Xingnuo Import and Export Trading Co., Ltd
Tel
15888978871 15888978871
Email
994350525@qq.com
Country
China
ProdList
23
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58
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Fax
86-21-61263399
Email
ymbetter@glbiochem.com
Country
China
ProdList
9981
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64
Nanjing Yuye Biotechnology Co., Ltd.
Tel
17826523762
Email
3437309915@qq.com
Country
China
ProdList
81
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58
Gill polypeptide biopharmaceutical (dalian) co., LTD
Tel
021-61263455 13167021076
Email
amy@glschina.com
Country
China
ProdList
7986
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58
Chengdu Tachem Co., Ltd
Tel
19983060238
Email
sales@tachem.cn
Country
China
ProdList
109
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58
Chengdu Baishixing Science and Technology Industry Co.,Ltd
Tel
13668201230
Fax
028-88530181
Email
yuanjun@cd-bsx.com
Country
China
ProdList
95
Advantage
55
shanghai Yanfeng biochemical technology Co.,LTD
Tel
021-13611955358 13611955358
Email
yanfen2023@126.com
Country
China
ProdList
1139
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3576
Advantage
66
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View Lastest Price from Fmoc-L-Arg(Pbf)-OH manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Fmoc-L-Arg(Pbf)-OH 154445-77-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2023-09-27
WUHAN FORTUNA CHEMICAL CO., LTD
Product
FMOC-Arg(Pbf)-OH 154445-77-9
Price
US $0.00/Kg/Bag
Min. Order
100g
Purity
98%min
Supply Ability
100kgs
Release date
2021-10-15
Hangzhou ICH Biofarm Co., Ltd
Product
Fmoc-Arg(pbf)-OH 154445-77-9
Price
US $0.00/Box
Min. Order
1Box
Purity
99%
Supply Ability
200kg
Release date
2023-06-26

154445-77-9, Fmoc-L-Arg(Pbf)-OHRelated Search:


  • na-fmoc-ng-(2,2,4,6,7-pentamethyl-*dihydrobenzofu
  • -[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid
  • FMOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE
  • FMOC-NG-PBF-L-ARGININE
  • FMOC-ARG(PBF)
  • 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)
  • FMOC-L-ARG(PBF)-OH
  • FMOC-L-ARG(PBF)-OH(154445-77-9)
  • 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
  • N<sup>α</sup>-FMoc-N<sup>ω</sup>-(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
  • 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
  • Fomc-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
  • FMoc-Arg(Pbf)-OH >=98.0% (HPLC)
  • 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
  • N<SUB>α</SUB>-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine
  • N<SUB>α</SUB>-Fmoc-Nω-Pbf-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%)