5328-43-8

Basic information

• Product Name: methyl N-(tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)methioninate
• Synonyms: methionine, N-(tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)-, methyl ester; Methyl N-(adamantan-1-ylcarbonyl)methioninate
• CAS NO: 5328-43-8
• Molecular Formula: C₆H₁₄O₅
• Molecular Weight: 325.4662
• Mol File: 5328-43-8.mol

Chemical Properties

• Boiling Point: 500.9°C at 760 mmHg
• Flash Point: 256.7°C
• Density: 1.185g/cm³
• Vapor Pressure: 3.66E-10mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: methyl N-(tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)methioninate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)methioninate(5328-43-8)
• EPA Substance Registry System: methyl N-(tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)methioninate(5328-43-8)

Safety Data

• Hazardous Substances Data: 5328-43-8(Hazardous Substances Data)

Upstream product

• 488-28-8 hexane-1,2,3,4,5-pentaol 
• 13074-06-1 L-fucitol 
• 3615-37-0 D-Fucose 
• 73-34-7 6-deoxy-L-galactose 
• 84534-33-8 3(S)-Linalool β-D-(6'-O-β-L-Fucopyranosyl)glucopyranosid 
• 2438-80-4 L-Fucose 

Downstream Products

• 488-28-8 racemic rhodeitol 
• 18546-17-3 6-deoxy-D-lyxo-2-hexulose 

Relevant articles and documents

DEOXYKETOHEXOSE ISOMERASE AND METHOD FOR PRODUCING DEOXYHEXOSE AND DERIVATIVE THEREOF USING SAME

Providing 1- or 6-deoxy products corresponding to all of aldohexoses, ketohexoses and sugar alcohols, as based on Deoxy-Izumoring, as well as a method for systematically producing those products. A method for producing deoxyketohexose and a derivative thereof using a deoxyketohexose isomerase derived from Pseudomonas cichorii ST-24 (FERM BP-2736), comprising epimerizing 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose at position 3 to produce the individually corresponding 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose as an intended product.

Isomerization of deoxyhexoses: green bioproduction of 1-deoxy-d-tagatose from l-fucose and of 6-deoxy-d-tagatose from d-fucose using Enterobacter agglomerans strain 221e

1-Deoxy-d-tagatose was produced by the hydrogenation of 6-deoxy-l-galactose (l-fucose) to l-fucitol followed by oxidation with Enterobacter agglomerans 221e; a similar sequence on d-fucose afforded 6-deoxy-d-tagatose. Thus, the polylol dehydrogenase recognizes the d-galacto-configuration of both d-fucitol and l-fucitol. The procedures were conducted in water and show the power of green, environmentally friendly biotechnology in the preparation of new monosaccharides with a potential for novel bioactive properties. 6-Deoxy-d-tagatose was also synthesized from d-tagatose via the efficient formation of 1,2:3,4-di-O-isopropylidene-α-d-tagatofuranose; a difficult final removal of protecting groups by acid makes the biotechnological route more attractive.

Multiple Forms of Xylose Reductase in Candida intermedia: Comparison of Their Functional Properties Using Quantitative Structure-Activity Relationships, Steady-State Kinetic Analysis, and pH Studies

The xylose-fermenting yeast Candida intermedia produces two isoforms of xylose reductase: one is NADPH-dependent (monospecific xylose reductase; msXR), and another is shown here to prefer NADH ≈4-fold over NADPH (dual specific xylose reductase; dsXR). To compare the functional properties of the isozymes, a steady-state kinetic analysis for the reaction D-xylose + NAD(P)H + H + ? xylitol + NAD(P)+ was carried out and specificity constants (kcat/Kaldehyde) were measured for the reduction of a series of aldehydes differing in side-chain size as well as hydrogen-bonding capabilities with the substrate binding pocket of the enzyme. dsXR binds NAD(P)+ (KiNAD+ = 70 μM; KiNADP+ = 55 μM) weakly and NADH (Ki = 8 μM) about as tightly as NADPH (Ki = 14 μM). msXR shows uniform binding of NADPH and NADP + (KiNADP+ ≈ KiNADPH = 20 μM). A quantitative structure-activity relationship analysis was carried out by correlating logarithmic kcat/Kaldehyde values for dsXR with corresponding logarithmic kcat/Kaldehyde values for msXR. This correlation is linear with a slope of ≈1 (r2 = 0.912), indicating that no isozyme-related pattern of substrate specificity prevails and aldehyde-binding modes are identical in both XR forms. Binary complexes of dsXR-NADH and msXR-NADPH show the same macroscopic pK of ≈9.0-9.5, above which the activity is lost in both enzymes. A lower pK of 7.4 is seen for dsXR-NADPH. Specificity for NADH and greater binding affinity for NAD(P)H than NAD(P)+ are thus the main features of enzymic function that distinguish dsXR from msXR.

Analysis of Aldoses and Alditols by Capillary Gas Chromatography as Alditol Trifluoroacetates

Analysis of aldoses and alditols by capillary gas chromatography as alditol trifluoroacetates was carried out by using a fused silica capillary column (cyanopropyl-bonded phase) and a hydrogen flame ionization detector.Seventeen alditols were completely resolved within 18 min.The detection limits were about 1-4 ng/injection which are one hundred times smaller than as those of a packed column.Special care was necessary in the use of internal standards for the simultaneous determination of multiple components, and good reproducibility was obtained by using double internal standards.Keywords- aldose; alditol; alditol trifluoroacetate; capillary gas chromatography

Chemische und Chemotaxonimische Untersuchungen der Pterophyten. LXII. Chemische Untersuchungen der Inhaltsstoffe von Arachniodes maximowiczii OHWI

Two new ent-rosane norditerpenes, ar-maximic acid (I) and ar-maximol (II), were isolated from the fronds of Arachniodes maximowiczii OHWI, and were shown to have the structures of 2-hydroxy-19-nor-ent-rosa-1,3,5(10),15(16)-tetraene 18-oic acid (I) and 2,18-dihydroxy-19-nor-ent-rosa-1,3,5(10),15(16)-tetraene (II) by chemical, spectroscopic and X-ray crystallographic methods.In addition, six glycosides of acyclic terpenes were isolated, and their structures were elucidated as 3(S)-linalool O-β-D-glucopyranoside (III), 3(S)-linalool O-β-D-(6'-O-β-L-fucopyranosyl)glucopyranoside (IV), 13-hydroxygeranyllinalool 13-O-β-D-(6'-O-β-L-fucopyranosyl)glucopyranoside (V), 13-hydroxygeranyllinalool 3,13-O-β-D-diglucopyranoside (VI), 13-methoxygeranyllinalool O-β-D-glucopyranoside (VII) and 15-methoxy-3,7,11,15-tetramethylhexadeca-1,6(E),10(E),13(E)-tetraene O-β-D-glucopyranoside (VIII), mainly by spectroscopic methods.Compounds VII and VIII, obtained as an inseparable mixture may be artefacts.Maltol and maltol β-D-glucoside were also isolated.Keywords - Arachniodes maximowiczii; ent-rosane-type norditerpene; acyclic monoterpene glycoside; acyclic diterpene glycoside; Aspidiaceae; fern; chemotaxonomy; X-ray analysis; 13C-NMR

CHARACTERIZATION OF 6-DEOXY-D-ALTRITOL IN THE CELL-WALL POLYSACCHARIDE OF Nocardia asteroides R 399

A polyol, found in the cell-wall of Nocardia asteroides R 399 as a component of a neutral polysaccharide mainly composed of D-arabinose and D-galactose, was identified by mass spectrometry, paper chromatography, thin-layer chromatography, and gas chromatography as 6-deoxy-D-altritol.