Pyridindolol
(Synonyms: NSC 266530) 目录号 : GC48872
A bacterial metabolite
Cas No.:55812-46-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >90.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Pyrindolol is a bacterial metabolite that has been found in S. alboverticillatus.1 It inhibits neutral β-galactosidase by 50% under acidic, but not neutral, conditions when used at a concentration of 2 µg/ml. It is selective for β-galactosidase isolated from bovine liver over β-galactosidases isolated from human, bovine, pig, and rat tissues and sialidases isolated from C. perfringens, Streptomyces, and the H3N2 strain of influenza virus (IC50s = >250 µg/ml for all).1,2
1.Aoyagi, T., Kumagai, M., Hazato, T., et al.Pyridindolol, a new β-galactosidase inhibitor produced by actinomycetesJ. Antibiot. (Tokyo)28(7)555-557(1975) 2.Kumagai, M., Aoyagi, T., and Umezawa, H.Inhibitory activity of pyridindolol on β-galactosidaseJ. Antibiot. (Tokyo)29(7)696-703(1976)
| Cas No. | 55812-46-9 | SDF | |
| 别名 | NSC 266530 | ||
| Canonical SMILES | OC[C@@H](C1=C2C(C3=CC=CC=C3N2)=CC(CO)=N1)O | ||
| 分子式 | C14H14N2O3 | 分子量 | 258.3 |
| 溶解度 | 储存条件 | -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 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。 |
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| 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。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.8715 mL | 19.3573 mL | 38.7147 mL |
| 5 mM | 0.7743 mL | 3.8715 mL | 7.7429 mL |
| 10 mM | 0.3871 mL | 1.9357 mL | 3.8715 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Inhibitory activity of Pyridindolol on beta-galactosidase
J Antibiot (Tokyo) 1976 Jul;29(7):696-703.PMID:8415DOI:10.7164/antibiotics.29.696.
The activity of Pyridindolol in inhibiting beta-galactosidases obtained from various sources has been studied. Whereas acid bovine liver beta-galactosidase (optimal pH 4.0) was not affected by this compound, neutral bovine liver beta-galactosidase (pH-optimum = 7.0) was inhibited by Pyridindolol in reaction mixtures of pH 4.0 approximately 5.0. There was no inhibition at pH 7.0. The type of inhibition is non-competitive by formation of a pyridindolol-enzyme complex. Since beta-galactosidases from other sources are not affected by Pyridindolol, the inhibitory action of this compound seems to be rather specific for neutral bovine liver beta-galactosidase.
Structure of Pyridindolol, inhibitor of beta-galactosidase
J Antibiot (Tokyo) 1975 Nov;28(11):876-80.PMID:1201971DOI:10.7164/antibiotics.28.876.
Pyridindolol is a product of a streptomyces and exhibits inhibitory activity against bovine liver beta-galactosidase. The structure of pyridindilol, 1-[1(R), 2-dihydroxyethyl]-3-hydroxymethyl-9H-pyrido[3,4-b] indole, has been established by spectroscopic analyses and an X-ray structure determination.
Metabolites of microorganisms. 242 Pyridindolol glucosides from Streptomyces parvulus
J Antibiot (Tokyo) 1988 Mar;41(3):289-95.PMID:3366687DOI:10.7164/antibiotics.41.289.
From a new strain of Streptomyces, Streptomyces parvulus, strain Tü 2480 three glucosides of the alkaloid Pyridindolol were isolated. The structure elucidation is based on spectroscopic investigations and degradation to Pyridindolol and alpha,D-methyl glucoside.
Blocks in the pseudouridimycin pathway unlock hidden metabolites in the Streptomyces producer strain
Sci Rep 2021 Mar 12;11(1):5827.PMID:33712632DOI:10.1038/s41598-021-84833-2.
We report a metabolomic analysis of Streptomyces sp. ID38640, a soil isolate that produces the bacterial RNA polymerase inhibitor pseudouridimycin. The analysis was performed on the wild type, on three newly constructed and seven previously reported mutant strains disabled in different genes required for pseudouridimycin biosynthesis. The results indicate that Streptomyces sp. ID38640 is able to produce, in addition to lydicamycins and deferroxiamines, as previously reported, also the lassopeptide ulleungdin, the non-ribosomal peptide antipain and the osmoprotectant ectoine. The corresponding biosynthetic gene clusters were readily identified in the strain genome. We also detected the known compound Pyridindolol, for which we propose a previously unreported biosynthetic gene cluster, as well as three families of unknown metabolites. Remarkably, the levels of most metabolites varied strongly in the different mutant strains, an observation that enabled detection of metabolites unnoticed in the wild type. Systematic investigation of the accumulated metabolites in the ten different pum mutants identified shed further light on pseudouridimycin biosynthesis. We also show that several Streptomyces strains, able to produce pseudouridimycin, have distinct genetic relationship and metabolic profile with ID38640.
Pyridindolols K1 and K2, new alkaloids from Streptomyces sp. K93-0711
J Antibiot (Tokyo) 1997 Mar;50(3):189-93.PMID:9127188doi
Two new alkaloids with the beta-carboline skeleton, pyridindolols K1 (C18H18N2O5) and K2 (C16H16N2O4), were isolated from the culture both of Streptomyces sp. K93-0711. The structure of pyridindolols were established by spectroscopic investigations and chemical transformations. Pyridindolol K2 inhibited the adhesion of HL-60 cells to LPS-activated HUVEC monolayer (IC50 = 75 micrograms/ml).