138775-07-2

Basic information

• Product Name: FMOC-ORN(Z)-OH
• Synonyms: N-ALPHA-FMOC-N-DELTA-BENZYLOXYCARBONYL-L-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)L-N-DELTA-CARBOBENZOXY-L-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-DELTA-BENZYLOXYCARBONYL-L-ORNITHINE;FMOC-N-DELTA-Z-L-ORNITHINE;FMOC-L-ORN(Z)-OH;FMOC-ORN(Z)-OH;FMOC-ORN(CBZ)-OH;FMOC-N-S-Z-L-ORNITHINE
• CAS NO: 138775-07-2
• Molecular Formula: C₂₈H₂₈N₂O₆
• Molecular Weight: 488.53
• Product Categories: Amino Acids
• Mol File: 138775-07-2.mol

Chemical Properties

• Boiling Point: 746.2±60.0 °C(Predicted)
• Appearance: Off-white to white/Powder
• Density: 1.279±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0°C
• PKA: 3.85±0.21(Predicted)
• CAS DataBase Reference: FMOC-ORN(Z)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ORN(Z)-OH(138775-07-2)
• EPA Substance Registry System: FMOC-ORN(Z)-OH(138775-07-2)

Safety Data

• Hazardous Substances Data: 138775-07-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-ORN(Z)-OH is used as a synthetic intermediate for the development of cyclic aminohexapeptides and other peptide derivatives. These compounds have potential applications in various therapeutic areas, including antifungal treatments.
Used in Organic Chemistry:
In the field of organic chemistry, FMOC-ORN(Z)-OH serves as a crucial building block for the synthesis of complex molecules and compounds. Its unique structure allows for the creation of a wide range of peptide-based products with diverse applications.
Used in Antifungal Applications:
FMOC-ORN(Z)-OH is used as a key component in the synthesis of antifungal agents, particularly cyclic aminohexapeptides. These agents are effective in combating fungal infections and can be used to develop new drugs for the treatment of various fungal diseases.

Upstream product

• 3304-51-6 N-carboxybenzyl-L-ornithine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 852819-02-4 6-{(2S)-2-[(1-benzofuran-2-ylcarbonyl)amino]-5-[benzyloxycarbonylamino]pentanoylamino}hexanoic acid 
• 369654-42-2 Nα-Fmoc-Nδ-Cbz-L-ornithine 1-naphthalenemethylamide 
• 369655-25-4 Nα-Fmoc-Nδ-Cbz-L-ornithine 2-(3-indolyl) ethylamide 
• 369654-38-6 Nα-4-(N-Boc-N-2-picolylaminomethyl)benzoyl-Nδ-Cbz-L-ornithine 1-naphthalenemethylamide 
• 1185841-43-3 (S)-9-fluorenylmethyl 1-phenyl-10-(2,2-diphenylethyl)-18,18-dimethyl-4,9,13,16-tetraoxo-2,17-dioxa-4,10,15-triazanonadecan-8-ylcarbamate 
• 857646-20-9 9H-fluoren-9-ylmethyl (4S)-4-(3-{[(benzyloxy)-carbonyl]amino}propyl)-5-oxo-1,3-oxazolidine-3-carboxylate 
• 296774-68-0 C₇₅H₁₀₅N₁₁O₁₂ 
• 263846-91-9 C₇₈H₁₀₃N₉O₁₃ 
• 296774-67-9 C₆₇H₉₀N₁₀O₁₀ 
• 263846-89-5 C₇₀H₈₈N₈O₁₁ 
• 296774-23-7 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester 
• 296775-20-7 1-[2-(5-{[1-(2-amino-3-tert-butoxy-butyryl)-4-azido-pyrrolidine-2-carbonyl]-amino}-2-{4-[4-(4-octyloxy-phenyl)-piperazin-1-yl]-benzoylamino}-pentanoylamino)-3-tert-butoxy-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 263846-92-0 1-(2-{5-{[1-(2-amino-3-tert-butoxy-butyryl)-4-azido-pyrrolidine-2-carbonyl]-amino}-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Total synthesis and antifungal evaluation of cyclic aminohexapeptides

The need for new therapies to treat systemic fungal infections continues to rise. Naturally occurring hexapeptide echinocandin B (1) has shown potent antifungal activity via its inhibition of the synthesis of β-1,3 glucan, a key fungal cell wall component. Although this series of agents has been limited thus far based on their physicochemical characteristics, we have found that the synthesis of analogues bearing an aminoproline residue in the 'northwest' position imparts greatly improved water solubility (>5 mg/mL). The synthesis and structure-activity relationships (SAR) based on whole cell and upon in vivo activity of the series of compounds are reported. Copyright (C) 2000 Elsevier Science Ltd.

ANALOGS OF DEAMINO CARBA OXYTOCIN WITH INHIBITORY PROPERTIES; SYNTHESIS AND BIOLOGICAL ACTIVITIES

Solid phase methodology on polyamide-kieselguhr resin was used for the synthesis of six analogs of deamino carba-1 or carba-6 oxytocin with non-coded amino acids in position 2, threonine in position 4, ornithine in position 8 and without glycine in positi