73724-40-0

Basic information

• Product Name: FMOC-ALA-OSU
• Synonyms: Fmoc-L-alanine succinimidyl ester;N-(9-Fluorenylmethyloxycarbonyl)-L-alanine succinimidyl ester;Fmoc-L-alanineN-hydroxysuccinimide ester≥ 98% (HPLC);N-Fmoc-L-alanine N-succinimidyl ester;FMOC-ALANINE-OSU;FMOC-ALA-OSU;FMOC-L-ALANINE HYDROXYSUCCINIMIDE ESTER;FMOC-L-ALANINE N-HYDROXYSUCCINIMIDE ESTER
• CAS NO: 73724-40-0
• Molecular Formula: C₂₂H₂₀N₂O₆
• Molecular Weight: 408.4
• EINECS: 1533716-785-6
• Product Categories: Amino Acids;Amino Acid Derivatives
• Mol File: 73724-40-0.mol

Chemical Properties

• Appearance: Off-white to white/Powder
• Density: 1.4g/cm3
• Refractive Index: 1.645
• Storage Temp.: -15°C
• PKA: 10.18±0.46(Predicted)
• CAS DataBase Reference: FMOC-ALA-OSU(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ALA-OSU(73724-40-0)
• EPA Substance Registry System: FMOC-ALA-OSU(73724-40-0)

Safety Data

• Hazardous Substances Data: 73724-40-0(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

InChI:InChI=1/C22H20N2O6/c1-13(21(27)30-24-19(25)10-11-20(24)26)23-22(28)29-12-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,13,18H,10-12H2,1H3,(H,23,28)

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 105832-38-0 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 

Downstream Products

• 87512-31-0 (S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl) amino)propanamido)propanoic acid 
• 926661-76-9 Fmoc-Ala-Cys(Trt)-OH 
• 161529-13-1 (S)-2-(N-fluorenylmethoxycarbonylamino)propanol 
• 1438853-39-4 N^α-Fmoc-Ala-Ala-Asn(N-trityl)-PABC-PNP 
• 116747-54-7 (((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanylglycine 

Relevant articles and documents

NEODEGRADER CONJUGATES

The present disclosure provides neoDegraders and neoDegraders conjugated to binding moieties. Also provided are compositions comprising the conjugates. The compounds and compositions are useful for treating a disease or condition, e.g., cancer, in a subject in need thereof.

Functionalized 2-Hydroxybenzaldehyde-PEG Modules as Portable Tags for the Engagement of Protein Lysine ?-Amino Groups

The formation of reversible-covalent interactions between a small-molecule ligand and its protein target is emerging as a general strategy to design binders with increased affinity. In this context, 2-hydroxybenzaldehyde (2HB) has been recently proposed a

Fmoc-AA-NH2 Preparation method

The invention relates to Fmoc-AA-NH. 2 The invention discloses a preparation method of a polypeptide and belongs to the technical field of polypeptide synthesis. Fmoc-AA-NH of the present invention2 The preparation method comprises: NH. 4 X Is first dissolved in a basic solvent system, and then Fmoc-AA-OSu reaction is added to obtain Fmoc-AA-NH. 2 . Wherein, pH of the reaction is 8 - 9, and AA is an amino acid or an amino acid derivative with only one carboxyl group. NH4 X Is NH. 4 Cl, (NH4)2 SO4 At least one of the foregoing. The base in the basic solvent system is NaHCO. 3 , KHCO3 , Na2 CO3 , K2 CO3 At least one of the foregoing. The solvent system in the alkaline solvent system is THF/H. 2 O, CAN / H2 At least one of O.

Site-Specific Incorporation of Multiple Thioamide Substitutions into a Peptide Backbone via Solid Phase Peptide Synthesis

Among various peptide modification strategies, thioamide substitution by replacing the carbonyl oxygen atom of an amide bond with a sulfur atom constitutes an invaluable tool for chemical biology, for use in peptide drug discovery and protein structure-fu

Ynamide-Mediated Thiopeptide Synthesis

Exploration of the full potential of thioamide substitution as a tool in the chemical biology of peptides and proteins has been hampered by insufficient synthetic strategies for the site-specific introduction of a thioamide bond into a peptide backbone. A novel ynamide-mediated two-step strategy for thiopeptide bond formation with readily available monothiocarboxylic acids as thioacyl donors is described. The α-thioacyloxyenamide intermediates formed from the ynamides and monothiocarboxylic acids can be purified, characterized, and stored. The balance between their activity and stability enables them to act as effective thioacylating reagents to afford thiopeptide bonds under mild reaction conditions. Amino acid functional groups such as OH, CONH2, and indole NH groups need not be protected during thiopeptide synthesis. The modular nature of this strategy enables the site-specific incorporation of a thioamide bond into peptide backbones in both solution and the solid phase.

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium Toluene-4-sulfonate (DMT/NMM/TsO?) Universal Coupling Reagent for Synthesis in Solution

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO?), a representative member of the inexpensive and environmentally-friendly N-triazinylammonium family of sulfonates, has been found to be a very effective coupling reagent for the synthesis of amides, esters and peptides in solution. This study confirms the usefulness of DMT/NMM/TsO? for peptide synthesis in solution, starting from Z-, Fmoc-, and Boc-protected substrates as well as unnatural building blocks. Peptide synthesis with DMT/NMM/TsO? produced high yields, with high crude product purity and low risk of racemization. In all cases, stoichiometric amounts of reagents were used and the standard synthetic procedure, without the need for time-consuming optimization stages or expensive chromatographic purification. DMT/NMM/TsO? was also found to be very useful for the synthesis of oligopeptides using a fragment coupling strategy.

POLYCONJUGATES FOR DELIVERY OF RNAI TRIGGERS TO TUMOR CELLS IN VIVO

The present invention is directed compositions for delivery of RNA interference (RNAi) triggers to integrin positive tumor cells in vivo. The compositions comprise RGD ligand- targeted amphipathic membrane active polyamines reversibly modified with enzyme cleavable dipeptide-amidobenzyl-carbonate masking agents. Modification masks membrane activity of the polymer while reversibility provides physiological responsiveness. The reversibly modified polyamines (dynamic polyconjugate or conjugate) are further covalently linked to an RNAi trigger.

Development of Anilino-Maytansinoid ADCs that Efficiently Release Cytotoxic Metabolites in Cancer Cells and Induce High Levels of Bystander Killing

Antibody anilino maytansinoid conjugates (AaMCs) have been prepared in which a maytansinoid bearing an aniline group was linked through the aniline amine to a dipeptide, which in turn was covalently attached to a desired monoclonal antibody. Several such

PEPTIDE-DRUG CONJUGATES

Peptide-drug conjugates comprising p-aminobenzyl carbamoyl or p-aminobenzolyl carbonate self-immolating linkers are disclosed. The peptide-drug conjugates comprise a peptide moiety that can be cleaved by cellular proteases, bound to the self-immolating li

A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols

A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.