Cas no 155892-27-6 (Fmoc-L-Tyr(tBu)-OSu)

Fmoc-L-Tyr(tBu)-OSu is a protected tyrosine derivative widely used in solid-phase peptide synthesis (SPPS). The compound features an Fmoc (9-fluorenylmethoxycarbonyl) group for N-terminal protection and a tert-butyl (tBu) group for side-chain hydroxyl protection, ensuring selective deprotection during synthesis. The active ester (OSu) moiety facilitates efficient coupling with amino groups under mild conditions, minimizing racemization. This reagent is particularly valuable for introducing tyrosine residues into peptide sequences with high yield and purity. Its stability and compatibility with standard SPPS protocols make it a reliable choice for researchers in peptide chemistry. Proper handling under anhydrous conditions is recommended to maintain reactivity.
Fmoc-L-Tyr(tBu)-OSu structure
Fmoc-L-Tyr(tBu)-OSu structure
Product Name:Fmoc-L-Tyr(tBu)-OSu
CAS No:155892-27-6
MF:C32H32N2O7
MW:556.605689048767
MDL:MFCD01632038
CID:107193
PubChem ID:51340602
Update Time:2025-05-22

Fmoc-L-Tyr(tBu)-OSu Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,[(1S)-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-,9H-fluoren-9-ylmethyl ester (9CI)
    • (2,5-dioxopyrrolidin-1-yl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoate
    • Carbamic acid,[(1S)-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]...
    • Carbamic acid,[(1S)-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-,9H-fluoren-9-ylme
    • Fmoc-L-Tyr(tBu)-OSu
    • FMOC-TYR(BUT)-OSU
    • AmbotzFAA6550
    • FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER
    • FMOC-O-T-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER
    • Fmoc-O-tert-butyl-L-tyrosineN-hydroxysuccinimide ester
    • Fmoc-O-tert-butyl-L-tyrosineN-hydroxysuccinimide ester99%
    • NALPHA-9-Fluorenylmethoxycarbonyl-O-tert-butyl-L-tyrosine N-hydroxysuccinim
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester
    • C32H32N2O7
    • 6951AH
    • s11658
    • 2,5-Dioxopyrrolidin-1-yl O-tert-butyl-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-tyrosinate
    • 155892-27-6
    • S-155892-27-6
    • 2,5-Dioxopyrrolidin-1-yl (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoate
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester (Fmoc-L-Tyr(tBu)-OSu)
    • MFCD01632038
    • DTXSID00679811
    • L-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
    • J-009255
    • BS-21555
    • AKOS027340198
    • 2,5-DIOXOPYRROLIDIN-1-YL (2S)-3-[4-(TERT-BUTOXY)PHENYL]-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}PROPANOATE
    • MDL： MFCD01632038
    • Inchi： 1S/C32H32N2O7/c1-32(2,3)40-21-14-12-20(13-15-21)18-27(30(37)41-34-28(35)16-17-29(34)36)33-31(38)39-19-26-24-10-6-4-8-22(24)23-9-5-7-11-25(23)26/h4-15,26-27H,16-19H2,1-3H3,(H,33,38)/t27-/m0/s1
    • InChI Key： FFYIKTNTHOGOIE-MHZLTWQESA-N
    • SMILES： O(C(N[C@H](C(=O)ON1C(CCC1=O)=O)CC1C=CC(=CC=1)OC(C)(C)C)=O)CC1C2C=CC=CC=2C2=CC=CC=C12

Computed Properties

  • Exact Mass: 556.22100
  • Monoisotopic Mass: 556.22095136 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 41
  • Rotatable Bond Count: 11
  • Complexity: 932
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 5
  • Topological Polar Surface Area: 111
  • Molecular Weight: 556.6

Experimental Properties

  • PSA: 111.24000
  • LogP: 5.25130

Fmoc-L-Tyr(tBu)-OSu Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
F861080-100mg
Fmoc-l-tyr(tbu)-osu
 155892-27-6
100mg
 $64.00 2023-05-18
TRC
F861080-250mg
Fmoc-l-tyr(tbu)-osu
 155892-27-6
250mg
 $75.00 2023-05-18
TRC
F861080-500mg
Fmoc-l-tyr(tbu)-osu
 155892-27-6
500mg
 $87.00 2023-05-18
TRC
F861080-1g
Fmoc-l-tyr(tbu)-osu
 155892-27-6
1g
 $98.00 2023-05-18
abcr
AB259040-1 g
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester (Fmoc-L-Tyr(tBu)-OSu); .
 155892-27-6
1g
 €121.50 2023-06-22
abcr
AB259040-5 g
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester (Fmoc-L-Tyr(tBu)-OSu); .
 155892-27-6
5g
 €309.30 2023-06-22
abcr
AB259040-1g
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester (Fmoc-L-Tyr(tBu)-OSu); .
 155892-27-6
1g
 €121.50 2025-04-20
abcr
AB259040-5g
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosine succinimidyl ester (Fmoc-L-Tyr(tBu)-OSu); .
 155892-27-6
5g
 €309.30 2025-04-20
eNovation Chemicals LLC
Y1241078-1g
L-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
 155892-27-6 98% (HPLC)
1g
 $75 2024-06-07
eNovation Chemicals LLC
Y1241078-5g
L-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
 155892-27-6 í| 98% (HPLC)
5g
 $375 2023-09-04

Fmoc-L-Tyr(tBu)-OSu Production Method

Fmoc-L-Tyr(tBu)-OSu Related Literature

Additional information on Fmoc-L-Tyr(tBu)-OSu

Introduction to Fmoc-L-Tyr(tBu)-OSu (CAS No. 155892-27-6)

Fmoc-L-Tyr(tBu)-OSu, also known by its CAS number 155892-27-6, is a highly specialized compound utilized in the field of organic synthesis, particularly in peptide chemistry. This compound is a derivative of L-Tyrosine, a naturally occurring amino acid, and is widely employed in the synthesis of peptides and proteins due to its unique functional groups and reactivity. The name Fmoc-L-Tyr(tBu)-OSu stands for 9-Fluorenylmethyloxycarbonyl-L-Tyrosine (tert-butyl ester) with an O-succinimide (OSu) group. Each component of this name plays a critical role in its functionality and application.

The Fmoc group (9-fluorenylmethyloxycarbonyl) is a well-known protecting group in peptide synthesis. It is used to protect the amino terminus of amino acids during solid-phase peptide synthesis (SPPS). The tBu (tert-butyl) group serves as a protecting group for the hydroxyl moiety of tyrosine, ensuring stability during the synthesis process. The OSu group, on the other hand, acts as an activated ester, facilitating efficient coupling reactions between amino acids.

Recent advancements in peptide chemistry have highlighted the importance of using highly efficient and selective reagents like Fmoc-L-Tyr(tBu)-OSu. Researchers have demonstrated that the use of such activated esters significantly improves the yield and purity of synthesized peptides, particularly in complex sequences. Studies published in journals such as *Journal of Peptide Science* and *Organic Process Research & Development* have shown that Fmoc-L-Tyr(tBu)-OSu is particularly effective in synthesizing bioactive peptides with high sequence fidelity.

In addition to its role in peptide synthesis, Fmoc-L-Tyr(tBu)-OSu has found applications in drug discovery and biotechnology. For instance, it has been utilized in the construction of peptidomimetics, which are molecules designed to mimic the functional properties of peptides but with enhanced stability and bioavailability. Recent research has focused on leveraging Fmoc-L-Tyr(tBu)-OSu to develop novel therapeutics targeting various diseases, including cancer and neurodegenerative disorders.

The synthesis of Fmoc-L-Tyr(tBu)-OSu involves multiple steps, including the protection of tyrosine with the Fmoc and tBu groups, followed by activation with succinimide. This multi-step process ensures that each functional group retains its reactivity while maintaining stability under standard storage conditions. The compound is typically stored as a white powder and requires controlled humidity and temperature conditions to prevent degradation.

From an environmental standpoint, Fmoc-L-Tyr(tBu)-OSu has been studied for its biodegradability and ecological impact. Recent studies suggest that while it is not inherently hazardous, proper disposal methods are necessary to minimize its environmental footprint. Researchers have also explored greener synthetic routes to produce this compound, aiming to reduce waste and energy consumption during its manufacture.

In conclusion, Fmoc-L-Tyr(tBu)-OSu (CAS No. 155892-27-6) is a versatile compound with significant applications in peptide synthesis, drug discovery, and biotechnology. Its unique combination of functional groups makes it an invaluable tool for researchers working on complex peptide sequences and bioactive molecules. As advancements in synthetic chemistry continue to evolve, compounds like Fmoc-L-Tyr(tBu)-OSu will remain at the forefront of innovative research and development.

155892-27-6 (Fmoc-L-Tyr(tBu)-OSu) Related Products

Recommended suppliers
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Hangzhou Cedareal Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hangzhou Cedareal Technology Co., Ltd.
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinta Yudi Pharmaceutical Technology Co., Ltd.
鉅瀾化工科技(青島)有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
鉅瀾化工科技(青島)有限公司