CAS 71989-33-8

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserine

Description:

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserine, commonly referred to as Fmoc-O-t-Bu-Ser, is a protected amino acid derivative widely used in peptide synthesis. This compound features a 9-fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. The tert-butyl group on the serine side chain provides additional steric hindrance, enhancing the stability of the molecule and preventing premature reactions. Fmoc-O-t-Bu-Ser is typically utilized in solid-phase peptide synthesis, where its stability under basic conditions facilitates the sequential addition of amino acids. The compound is generally soluble in organic solvents such as dichloromethane and dimethylformamide, making it suitable for various synthetic protocols. Its structure allows for easy removal of the Fmoc group under mild basic conditions, enabling the subsequent coupling of other amino acids. Overall, Fmoc-O-t-Bu-Ser is a valuable building block in the field of peptide chemistry, contributing to the efficient synthesis of complex peptides and proteins.

Formula: C₂₂H₂₅NO₅

InChI: InChI=1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

InChI key: InChIKey=REITVGIIZHFVGU-IBGZPJMESA-N

SMILES: C(OC(N[C@@H](COC(C)(C)C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid
• (2S)-3-(tert-Butoxy)-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid
• (2S)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoate
• <span class="text-smallcaps">L</span>-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-L-Ser(tBu)-OH
• Fmoc-Ser(OtBu)-OH
• Fmoc-Ser(tBu)-OH
• N-(9-Fluorenylmethoxycarbonyl)-O-Tert-Butyl-L-Serine
• N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserine
• N-Fmoc-O-tert-butyl-L-serine
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-serine
• O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)serine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]serine
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine
• L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• N-ALPHA-FMOC-O-T-BUTYL-L-SERINE
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-T-BUTYL-L-SERINE
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-SERINE
• 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-SERINE
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-TERT-BUTYL-L-SERINE
• FMOC-O-TERT-BUTYL-L-SERINE
• FMOC-SER(BUT)
• N-(9-FLUORENYL METHOXY CARBONYL)-O-TERT-BUTYL-L-SERINE
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-SERINE
• FMOC-O-T-BUTYL-L-SERINE
• FMOC-L-SERINE(O-T-BUTYL)
• FMOC-L-SER(T-BU)
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-L-SERINE
• FMOC-SER(BUT)-OH
• FMOC-L-SER(O-T-BUTYL)
• FMOC-SER(TBU)
• FMOC-SERINE(TBU)-OH

O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 383.44

Ref: 3B-B3168

N-Fmoc-O-tert-butyl-L-serine, 97%

CAS: 71989-33-8

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₂H₂₅NO₅

Purity: 97%

Molecular weight: 383.44

Ref: 02-H59422

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

M03382 - Fmoc-Ser(tBu)-OH

Formula: C₂₂H₂₅NO₅

Purity: 98%

Color and Shape: Powder or Crystalline Powder or Solid

Molecular weight: 383.444

Ref: 10-M03382

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

To minimize the concomitant racemization, couplings of Fmoc-Ser(OtBu)-OH with uronium/aminium reagents should be performed in the presence of collidine in place of DIEA.

Formula: C₂₂H₂₅NO₅

Purity: 99.9%

Color and Shape: White

Molecular weight: 383.44

Ref: 01-4003086

Fmoc-O-Tert-Butyl-L-Serine

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purity: 96%

Color and Shape: Solid

Molecular weight: 383.4376

Ref: IN-DA0034Y6

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purity: ≥ 99.0%

Color and Shape: White powder

Molecular weight: 383.44

Ref: 7W-GM0224

FMOC-L-Ser(tBu)-OH

CAS: 71989-33-8

FMOC-L-Ser(tBu)-OH

Formula: C₂₂H₂₅NO₅

Purity: 98%

Color and Shape: white powder

Molecular weight: 383.44g/mol

Ref: 54-OR54566

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a tert-butyl-protected serine for peptide assembly, chemical biology, and biomaterial synthesis with enhanced stability and selectivity.

Formula: C₂₂H₂₅NO₅

Purity: 99.97%

Color and Shape: Solid

Molecular weight: 383.44

Ref: TM-T67570

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a synthetic peptide that is used in the synthesis of peptides and proteins. It is synthesized by using a stepwise procedure, which involves the use of morpholine as an organic base to deprotonate the carboxylic acid group and then reacting it with trifluoroacetic acid (TFA) to form the corresponding chloroformate ester. The amide bond is formed by reaction with ammonia or an amine. Finally, it can be reacted with hydrochloric acid to form the corresponding hydrochloride salt, which is insoluble in water. Impurities such as thionyl chloride and chloroformate can be removed by washing with methylene chloride or chloroform, respectively. Fmoc-Ser(tBu)-OH has been shown to be selective for the formation of hydrophobic bonds between amino acids and is not reactive toward other side chains on the protein.

Formula: C₂₂H₂₅NO₅

Purity: Min. 98.0 Area-%

Molecular weight: 383.45 g/mol

Ref: 3D-FLS-1733-PI

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a synthetic amino acid that is used in the synthesis of degarelix acetate, an amide ester of the vasodilator, prostaglandin F2α. Degarelix acetate binds to the fibrinogen receptor on the surface of cells and inhibits platelet aggregation. This drug has been shown to be effective in treating prostate cancer by inhibiting epidermal growth factor receptor signaling. It also has immune modulating effects by binding to monoclonal antibodies and altering antibody responses. Fmoc-Ser(tBu)-OH is synthesized from the amino acid serine and t-butyl alcohol, which are combined with trifluoroacetic acid (TFA) and hydroxyl group. The resulting product is then reacted with dansyl chloride or benzoyl chloride (BzCl), which cleaves off one carboxylic acid group from serine, forming an

Formula: C₂₂H₂₅NO₅

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 383.44 g/mol

Ref: 3D-FF15777

FMOC-O-Tert-Butyl-L-Serine (FMOC-Ser(tBu)-OH) extrapure, 99%

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purity: min. 99%

Color and Shape: White to off-white, Powder

Molecular weight: 383.44

Ref: SR-13334