16937-92-1

Basic information

• Product Name: BOC-D-ORN(Z)-OH
• Synonyms: (R)-12,12-dimethyl-3,10-dioxo-1-phenyl-2,11-dioxa-4,9-diazatridecane-8-carboxylic acid;Boc-N-delta-Cbz-D-ornithine;N^d-Benzyloxycarbonyl-N^a-Boc-D-ornithine, 98%;(R)-5-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid;Nα-Boc-Nδ-Z-D-ornithine≥ 99% (HPLC);Ndelta-Benzyloxycarbonyl-Nalpha-Boc-D-ornithine;BOC-D-ORNITHINE(CBZ);BOC-D-ORNITHINE(Z)-OH
• CAS NO: 16937-92-1
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.41
• Product Categories: Ornithine [Org]
• Mol File: 16937-92-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 579.1 °C at 760 mmHg
• Flash Point: 304 °C
• Appearance: /Solid
• Density: 1.193 g/cm³
• Vapor Pressure: 2.99E-14mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Store at RT.
• PKA: 3.96±0.21(Predicted)
• BRN: 2400891
• CAS DataBase Reference: BOC-D-ORN(Z)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-ORN(Z)-OH(16937-92-1)
• EPA Substance Registry System: BOC-D-ORN(Z)-OH(16937-92-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 16937-92-1(Hazardous Substances Data)

Usage

General Description

BOC-D-ORN(Z)-OH is a chemical compound that belongs to the class of amino acids. It is a derivative of ornithine, which is a non-proteinogenic amino acid that plays a crucial role in the urea cycle and is involved in the biosynthesis of proteins and polyamines. BOC-D-ORN(Z)-OH is often used as a reagent in peptide chemistry and is commonly employed for the synthesis of peptide-based drugs and pharmaceuticals. With a BOC (tert-butyloxycarbonyl) protective group attached to the amino acid, it can be utilized in solid-phase peptide synthesis to control the sequence of amino acids and protect the functional groups during the assembly of the peptide chain. Additionally, the Z in the name indicates the presence of a Z-protecting group on the amino group, which helps to prevent unwanted side reactions during the peptide synthesis process. Overall, BOC-D-ORN(Z)-OH is a valuable chemical building block in the field of organic chemistry and drug development.

InChI:InChI=1/C18H26N2O6/c1-18(2,3)26-17(24)20-14(15(21)22)10-7-11-19-16(23)25-12-13-8-5-4-6-9-13/h4-6,8-9,14H,7,10-12H2,1-3H3,(H,19,23)(H,20,24)(H,21,22)/t14-/m1/s1

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 16937-91-0 N^ε-(benzyloxycarbonyl)ornithine 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 499775-38-1 (R)-2-((R)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoylamino)-succinic acid dibenzyl ester 
• 499775-37-0 (S)-2-((R)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoylamino)-succinic acid dibenzyl ester 
• 499775-34-7 (S)-2-((R)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoylamino)-pentanedioic acid dibenzyl ester 
• 1267638-25-4 benzyl [(4R)-4-[(tert-butoxycarbonyl)amino]-5-((4-[(6-methoxyquinolin-8-yl)amino]-pentyl)amino)-5-oxopentyl]carbamate 
• 1267638-42-5 benzyl ((4R)-4-amino-5-[(4-((6-methoxyquinolin-8-yl)amino)pentyl)amino]-5-oxopentyl)carbamate 
• 1267638-49-2 benzyl ((4R)-4-amino-5-[(4-((2-tert-butyl-6-methoxyquinolin-8-yl)amino)pentyl)amino]-5-oxopentyl)carbamate 
• 1267638-56-1 benzyl {(4R)-5-({4-[(6-methoxyquinolin-8-yl)amino]pentyl}amino)-4-[({4-[(6-methoxyquinolin-8-yl)amino]pentyl}carbamoyl)amino]-5-oxopentyl}carbamate 
• 1267638-65-2 benzyl {(4R)-5-({4-[(2-tert-butyl-6-methoxyquinolin-8-yl)amino]pentyl}amino)-4-[({4-[(2-tert-butyl-6-methoxyquinolin-8-yl)amino]pentyl}carbamoyl)amino]-5-oxopentyl}carbamate 
• 1267638-34-5 benzyl [(4R)-4-[(tert-butoxycarbonyl)amino]-5-((4-[(2-tert-butyl-6-methoxyquinolin-8-yl)-amino]pentyl)amino)-5-oxopentyl]-carbamate 
• 113-73-5 Gramicidin S 
• 1571105-52-6 C₅₈H₉₂N₁₂O₁₀ 
• 1571105-44-6 C₅₈H₈₈N₁₂O₁₀ 
• 1571105-45-7 C₅₉H₈₉N₁₁O₁₀ 
• 1571105-46-8 C₅₉H₉₀N₁₂O₁₀ 

Relevant articles and documents

Red-fluorescent argininamide-type NPY Y1 receptor antagonists as pharmacological tools

Fluorescently labelled NPY Y1 receptor (Y1R) ligands were synthesized by connecting pyrylium and cyanine dyes with the argininamide-type Y1R antagonist core structure by linkers, covering a wide variety in length and chemical nature, attached to the guanidine group. The most promising fluorescent probes had Y1R affinities (radioligand binding) and antagonistic activities (calcium assay) in the one- to two-digit nanomolar range. These compounds turned out to be stable under assay conditions and to be appropriate for the detection of Y1Rs by confocal microscopy in live cells. To improve the signal-to-noise ratio by shifting the emission into the near infrared, a new benzothiazolium-type fluorescent cyanine dye (UR-DE99) was synthesized and attached to the parent antagonist via a carbamoyl linker yielding UR-MK131, a highly potent fluorescent Y1R probe, which was also successfully applied in flow cytometry.