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5-deoxy-D-Ribose Sale

(Synonyms: 5-脱氧-D-核糖) 目录号 : GC46688

A building block

5-deoxy-D-Ribose Chemical Structure

Cas No.:13039-75-3

规格 价格 库存 购买数量
50 mg
¥770.00
现货
100 mg
¥1,388.00
现货
250 mg
¥2,895.00
现货
500 mg
¥4,249.00
现货

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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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产品描述

5-deoxy-D-Ribose is a building block that has been used in the synthesis of carcinolytic compounds.1

1.Shunk, C.H., Lavigne, J.B., and Folkers, K.Studies on carcinolytic compounds. V. 6,7-Dimethyl-9-[1'-(5-desoxy-D-ribityl)]-isoalloxazineJ. Am. Chem. Soc.77(8)2210-2212(1955)

Chemical Properties

Cas No. 13039-75-3 SDF
别名 5-脱氧-D-核糖
Canonical SMILES O=C[C@H](O)[C@H](O)[C@H](O)C
分子式 C5H10O4 分子量 134.1
溶解度 DMF: 15mg/mL,DMSO: 15mg/mL,Ethanol: 15mg/mL,PBS (pH 7.2): 5mg/mL 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 7.4571 mL 37.2856 mL 74.5712 mL
5 mM 1.4914 mL 7.4571 mL 14.9142 mL
10 mM 0.7457 mL 3.7286 mL 7.4571 mL
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Research Update

A Stereoselective Approach toward (-)-Lepadins A-C

Org Lett 2017 Oct 6;19(19):5372-5375.PMID:28925708DOI:10.1021/acs.orglett.7b02647.

A new short approach to (-)-lepadins A-C has been developed based on a stereocontrolled Diels-Alder reaction employing a chiral dienophile. With this approach, (-)-lepadin B is synthesized from 5-deoxy-D-Ribose in 13 steps with 14.8% overall yield. The cis-decahydroquinoline core containing five stereocenters could be rapidly constructed via stereoselective cycloaddition and subsequent five-step one-pot hydrogenation-cyclization.

Cyanobacterial antimetabolite 7-deoxy-sedoheptulose blocks the shikimate pathway to inhibit the growth of prototrophic organisms

Nat Commun 2019 Feb 1;10(1):545.PMID:30710081DOI:10.1038/s41467-019-08476-8.

Antimetabolites are small molecules that inhibit enzymes by mimicking physiological substrates. We report the discovery and structural elucidation of the antimetabolite 7-deoxy-sedoheptulose (7dSh). This unusual sugar inhibits the growth of various prototrophic organisms, including species of cyanobacteria, Saccharomyces, and Arabidopsis. We isolate bioactive 7dSh from culture supernatants of the cyanobacterium Synechococcus elongatus. A chemoenzymatic synthesis of 7dSh using S. elongatus transketolase as catalyst and 5-deoxy-D-Ribose as substrate allows antimicrobial and herbicidal bioprofiling. Organisms treated with 7dSh accumulate 3-deoxy-D-arabino-heptulosonate 7-phosphate, which indicates that the molecular target is 3-dehydroquinate synthase, a key enzyme of the shikimate pathway, which is absent in humans and animals. The herbicidal activity of 7dSh is in the low micromolar range. No cytotoxic effects on mammalian cells have been observed. We propose that the in vivo inhibition of the shikimate pathway makes 7dSh a natural antimicrobial and herbicidal agent.

N(delta)-(5-hydroxy-4,6-dimethylpyrimidine-2-yl)-l-ornithine, a novel methylglyoxal-arginine modification in beer

J Agric Food Chem 2001 Jan;49(1):366-72.PMID:11170600DOI:10.1021/jf000493r.

N(delta)-(5-Hydroxy-4,6-dimethylpyrimidine-2-yl)-L-ornithine, or Argpyrimidine, was identified and quantified in beer by high-performance liquid chromatography (HPLC) and coupled gas chromatography-mass spectrometry (HRGC-MS). This novel fluorescent arginine Maillard modification represents the first amino acid modification reported in beer retaining the full backbone of the original amino acid. Two mechanisms of formation could be verified: the major pathway via methylglyoxal and the minor pathway via 5-deoxypentoses. Argpyrimidine concentrations, determined in 35 lager-type beer varieties, reached up to 27 nmol/L and could be positively correlated to beer color and wort content. Within this context, 5-deoxy-D-Ribose was identified as a novel intermediate of the Maillard reaction of maltose by HRGC-MS and independent synthesis.