CAS 144120-53-6

fmoc-L-aspartic acid 1-allyl ester

Description:

Fmoc-L-aspartic acid 1-allyl ester is a derivative of aspartic acid, characterized by the presence of a fluorenylmethyloxycarbonyl (Fmoc) protective group and an allyl ester functional group. This compound is typically used in peptide synthesis, particularly in the solid-phase synthesis of peptides, due to its ability to protect the amino group while allowing for further chemical modifications. The Fmoc group is known for its stability under basic conditions and can be removed under mild acidic conditions, making it a popular choice in synthetic chemistry. The allyl ester moiety provides a reactive site for subsequent coupling reactions, facilitating the formation of peptide bonds. This compound is generally soluble in organic solvents, which aids in its application in various synthetic protocols. Its structure allows for the introduction of aspartic acid into peptides while maintaining the integrity of the amino acid's functional groups, making it a valuable intermediate in the synthesis of bioactive peptides and pharmaceuticals.

Formula: C₂₂H₂₁NO₆

InChI: InChI=1/C22H21NO6/c1-2-11-28-20(24)12-19(21(25)26)23-22(27)29-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h2-10,18-19H,1,11-13H2,(H,23,27)(H,25,26)/t19-/m1/s1

SMILES: C=CCOC(=O)C[C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12

Synonyms:

• Fmoc-Asp-allyl ester
• Fmoc-Asp-OAll
• (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid (non-preferred name)
• (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid (non-preferred name)

N-Fmoc-L-aspartic acid 1-allyl ester, 97%

CAS: 144120-53-6

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

Purity: 97%

Ref: 02-H66419

Fmoc-Asp-allyl ester

CAS: 144120-53-6

α-Allyl esters are useful tools for the on-resin head-to-tail cyclization of peptides and for the synthesis of side-chain lactam peptides, glyco- and sulfo-peptides, and branched peptides. Allyl esters are cleaved under mild conditions using Pd(0). These conditions are compatible with Fmoc- and Boc-SPPS. The Asp α-Allyl esters show a somewhat higher propensity for base-catalyzed aspartimide formation than the corresponding β-esters. Fmoc-Asp-OAll is a versatile educt for synthesizing complex Asp and Asn derivatives, e.g., N-glycosylated Asn building blocks.

Formula: C₂₂H₂₁NO₆

Purity: 99.3%

Color and Shape: White

Molecular weight: 395.41

Ref: 01-4019715

L-Aspartic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propen-1-yl) ester

CAS: 144120-53-6

Formula: C₂₂H₂₁NO₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 395.4052

Ref: IN-DA001IZJ

Fmoc-Asp-OAll

CAS: 144120-53-6

Fmoc-Asp-OAll (Fmoc-L-aspartic acid a-allyl ester) is an aspartic acid derivative.

Formula: C₂₂H₂₁NO₆

Purity: 98.31%

Color and Shape: Solid

Molecular weight: 395.41

Ref: TM-T64323

Fmoc-Asp-OAll

CAS: 144120-53-6

Fmoc-Asp-OAll

Purity: ≥98%

Molecular weight: 395.41g/mol

Ref: 54-BUP18655

N-Fmoc-L-Aspartic Acid 1-Allyl Ester

CAS: 144120-53-6

N-Fmoc-L-Aspartic Acid 1-Allyl Ester

Purity: 97%

Molecular weight: 395.41g/mol

Ref: 54-OR1014371

Fmoc-Asp-OAll

CAS: 144120-53-6

Formula: C₂₂H₂₁NO₆

Purity: ≥ 97.0%

Color and Shape: White or almost white powder

Molecular weight: 395.41

Ref: 7W-GM2923

1-Allyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-aspartate

CAS: 144120-53-6

Formula: C₂₂H₂₁NO₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 395.41

Ref: 3B-A2894

Fmoc-Asp-OAll

CAS: 144120-53-6

M03408 - Fmoc-Asp-OAll

Formula: C₂₂H₂₁NO₆

Purity: 95%

Color and Shape: Solid, White crystalline powder

Molecular weight: 395.411

Ref: 10-M03408

Fmoc-Asp-OAll

CAS: 144120-53-6

Fmoc-Asp-OAll is a cyclic peptide that has been shown to be active against human cancer cell lines in vitro. Fmoc-Asp-OAll binds to integrin receptors, inhibiting the prostaglandin synthesis pathway and thus reducing inflammation. It also inhibits the activity of enzymes that are involved in inflammatory responses. Fmoc-Asp-OAll is synthesized on solid phase by chemical ligation.

Formula: C₂₂H₂₁NO₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 395.41 g/mol

Ref: 3D-FF37136