942518-20-9

Basic information

• Product Name: (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID
• Synonyms: (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID;FMOC-AZH-OH;FMOC-L-AZIDOHOMOALANINE;(2S)-N-FMoc-4-azido-butanoic acid;FMoc-γ-azido-Abu-OH;FMoc-Azh;FMoc-azidohoMoalanine;FMoc-Dab(N2)-OH, FMoc-L-g-azidohoMoalanine, FMoc-g-Aha-OH
• CAS NO: 942518-20-9
• Molecular Formula: C₁₉H₁₈N₄O₄
• Molecular Weight: 366.37
• Product Categories: Fmoc Amino Acids;Fmoc-Amino Acids;amino acids
• Mol File: 942518-20-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 124.0 to 128.0 °C
• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID(942518-20-9)
• EPA Substance Registry System: (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID(942518-20-9)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• WGK Germany: 3
• Hazardous Substances Data: 942518-20-9(Hazardous Substances Data)

Usage

General Description

The chemical "(S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID" is a compound with the molecular formula C20H20N4O4. It is a derivative of the amino acid glycine and contains a fluorenyl group and an azido group. (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-AZIDOBUTANOIC ACID has potential applications in various fields, including medicinal chemistry and bioconjugation. Its unique structure and functional groups make it a valuable building block for the synthesis of complex molecules and can be used in the development of novel pharmaceuticals and materials. Further research is needed to explore its full range of potential uses and applications.

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 120042-14-0 (2S)-2-amino-4-azidobutanoic acid 
• 161420-87-7 N_α-(9-fluorenylmethoxycarbonyl)-L-2,4-diaminobutyric acid 
• 71989-20-3 N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine 
• 125238-99-5 (S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid 

Downstream Products

• 1217266-33-5 Nα-Ac-Lys-Gly-hAla(γ-N3)-Ser-Ile-Gln-Nle(δ-yl)-Leu-Arg-NH2 
• 1217266-34-6 Nα-Ac-Lys-Gly-Nle(δ-yl)-Ser-Ile-Gln-hAla(γ-N3)-Leu-Arg-NH2 

Relevant articles and documents

Total and Semisyntheses of Polymyxin Analogues with 2-Thr or 10-Thr Modifications to Decipher the Structure-Activity Relationship and Improve the Antibacterial Activity

Herein, we report the total and semisyntheses of a series of polymyxin analogues with 2-Thr and 10-Thr modifications to reveal the structure-activity relationship (SAR), which has not been fully elucidated previously. We employed two total-synthetic strategies to facilitate the diversified replacements on 2-Thr or 10-Thr, respectively. Moreover, semisynthetic approaches were utilized to achieve selective esterification of 2-Thr or dual esterification of both 2- and 10-Thr. Based on the results of in vitro antibacterial assays, SAR analysis implicated that the replacement of 2-/10-Thr with amino acids carrying hydrophobic side chains can maintain the activity against Pseudomonas aeruginosa but had varied effects on other tested Gram-negative bacteria. The aminoacetyl esterification on 2-/10-Thr achieved excellent antibacterial activity, and the compound 76 exhibited 2-8-fold higher activity against different strains and lower toxicity toward the HK-2 cell line. This work explored the SAR of polymyxin 2-/10-Thr and provided a promising strategy for the development of novel polymyxin derivatives.

Development of Cell-Permeable, Non-Helical Constrained Peptides to Target a Key Protein–Protein Interaction in Ovarian Cancer

There is a lack of current treatment options for ovarian clear cell carcinoma (CCC) and the cancer is often resistant to platinum-based chemotherapy. Hence there is an urgent need for novel therapeutics. The transcription factor hepatocyte nuclear factor

Efficient synthesis of Fmoc-protected azido amino acids

The efficient two-step synthesis of Fmoc-protected L-azidoalanine and L-azidohomoalanine from readily available Fmoc-protected asparagine and glutamine, respectively, is reported. The synthetic route proceeds in good yield, requires no extra purification steps, and can be carried out on gram scale. The resulting azido amino acids are of sufficient purity for solid-phase peptide synthesis, as demonstrated in the synthesis of a model pentapeptide. Georg Thieme Verlag Stuttgart New York.