12-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dodecanoic acid, CAS No. 128917-74-8

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128917-74-8

Catalog No. EBD5044

CAS 128917-74-8

Name 12-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dodecanoic acid

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Basic Information

Synonyms: FMOC-12-AMINODODECANOICACID N-(9-FLUORENYLMETHOXYCARBONYL)-12-AMINODODECANOICACID N-(9-FLUORENYLMETHOXYCARBONYL)-12-AMINOLAURICACID N-(9-FLUORENYLMETHYLOXYCARBONYL)-12-AMINO-DODECANOICACID FMOC-12-ADO-OH FMOC-12-AMINOLAURICACID FMOC-NH-(CH2)11-COOH 12-(FMOC-AMINO)DODECANOICACID 12-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dodecanoicacid FMOC-NH-(CH2)11-CO

Molecular Formula: C27H35NO4

Molecular Weight: 437.57

MDL Number: MFCD00235888

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

12-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)dodecanoic acid, commonly known as Fmoc-12-amino-dodecanoic acid (Fmoc-Ado-OH), is a specialized amino acid derivative. It features a long aliphatic chain (12 carbons) with an Fmoc-protected amino group and a free carboxylic acid group. The Fmoc (9-fluorenylmethoxycarbonyl) group is a standard protecting group in solid-phase peptide synthesis (SPPS). This compound is primarily used as a building block in peptide synthesis to introduce a long, hydrophobic spacer or linker. The extended hydrocarbon chain can enhance the lipophilicity of the resulting peptide, potentially improving membrane permeability or facilitating interactions with lipid bilayers. It is particularly valuable in the synthesis of lipopeptides, peptide amphiphiles, and for creating conjugates where a peptide is linked to other molecules (e.g., lipids, drugs, or surfaces) via a flexible, hydrophobic tether. As an Fmoc-protected amino acid, it is compatible with standard Fmoc-SPPS protocols. Its main application lies in pharmaceutical research and the development of bioactive peptides, where modifying peptide properties is crucial for activity, stability, or delivery.

Physical Properties

Boiling Point: 628.8 °C at 760 mmHg

Flash Point: 334.1 °C

Density: 1.119 g/cm3

Storage: 2-8°C