Streptonigrin (Synonyms: Bruneomycin)

目录号: HY-124586 纯度: 99.20%: Data Sheet SDS COA 产品使用指南
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Streptonigrin (Bruneomycin) 是口服活性的抗生素和 pan-PAD 抑制剂，抑制 PAD1，PAD2，PAD3 和 PAD4，IC₅₀ 分别为 48.3 μM，26.1 μM，0.43 μM 和 2.5 μM。Streptonigrin 抑制 SENP1 (IC₅₀ 为 0.518 μM) 并降低 HIF1α。Streptonigrin 增加 p53 和凋亡 (Apoptosis)。Streptonigrin 对 Rauscher 鼠白血病病毒具有抗病毒活性。Streptonigrin 具有免疫抑制作用。Streptonigrin 对骨肉瘤具有抗肿瘤活性。

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Streptonigrin Chemical Structure

CAS No. : 3930-19-6

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1 mg	￥2400	In-stock
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Other Forms of Streptonigrin:

(rac)-Streptonigrin 询价

MCE 顾客使用本产品发表的 1 篇科研文献

•Sci Signal. 2023 Mar 14;16(776):eabq3362. [Abstract]

: Streptonigrin purchased from MCE. Usage Cited in: Sci Signal. 2023 Mar 14;16(776):eabq3362. [Abstract]; Streptonigrin (SUMOylation agonist; 2, 4, 8 μM; 48 h) markedly increases the amount of IL-33 protein SUMOylation in Huh7 cells transfected with wild-type IL-33.

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HIF-1α HIF

生物活性
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参考文献

生物活性

Streptonigrin (Bruneomycin) is an orally active antibiotic and pan-PAD inhibitor, inhibiting PAD1, PAD2, PAD3 and PAD4 with IC₅₀ of 48.3 μM, 26.1 μM, 0.43 μM and 2.5 μM, respectively. Streptonigrin inhibits SENP1 (IC₅₀ of 0.518 μM) and reduces HIF1α. Streptonigrin increases p53 and Apoptosis. Streptonigrin shows antiviral activity against Rauscher murine leukemia virus. Streptonigrin has immunosuppressive effects. Streptonigrin has antitumor activity against osteosarcoma^[1]^[2]^[3]^[4]^[5]^[6]^[7]^[8]^[9]^[10].

IC₅₀ & Target^[4]

HIF-1α

细胞效力
(Cellular Effect)

Cell Line	Type	Value	Description	References
A549	IC₅₀	0.33 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) A549 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) A549 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
A549	IC₅₀	0.33 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against A 549 (non-small cell lung) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against A 549 (non-small cell lung) using SRB (sulforhodamine B) assay	[PMID: 10328288]
CAKI-1	IC₅₀	0.4 nM Compound: 1	Cytotoxicity against CD30 deficient and CD70 expressing human Caki1 cells after 96 hrs by resazurin conversion assay Cytotoxicity against CD30 deficient and CD70 expressing human Caki1 cells after 96 hrs by resazurin conversion assay	[PMID: 19386499]
HCT-15	IC₅₀	0.02 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) HCT15 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) HCT15 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
HCT-15	IC₅₀	0.02 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against HCT-15 (colon) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against HCT-15 (colon) using SRB (sulforhodamine B) assay	[PMID: 10328288]
KARPAS-299	IC₅₀	0.4 nM Compound: 1	Cytotoxicity against CD30 expressing and CD70 deficient human KARPAS299 cells after 96 hrs by resazurin conversion assay Cytotoxicity against CD30 expressing and CD70 deficient human KARPAS299 cells after 96 hrs by resazurin conversion assay	[PMID: 19386499]
SK-MEL-2	IC₅₀	0.02 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) SK-MEL-2 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) SK-MEL-2 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
SK-MEL-2	IC₅₀	0.02 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against SK-MEL-2 (melanoma) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against SK-MEL-2 (melanoma) using SRB (sulforhodamine B) assay	[PMID: 10328288]
SK-OV-3	IC₅₀	0.28 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) SKOV3 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) SKOV3 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
SK-OV-3	IC₅₀	0.28 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against SK-OV-3 (ovarian) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against SK-OV-3 (ovarian) using SRB (sulforhodamine B) assay	[PMID: 10328288]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
XF498	IC₅₀	0.31 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) XF498 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) XF498 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
XF498	IC₅₀	0.31 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against XF 498 (CNS) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against XF 498 (CNS) using SRB (sulforhodamine B) assay	[PMID: 10328288]

体外研究
(In Vitro)

Streptonigrin (10 μM) 对癌性 U2OS 和正常 NIH 3T3 细胞系有细胞毒性^[1]。
Streptonigrin (0-5 μM；24 h) 以剂量依赖性方式抑制转染 β-catenin 的 SW480 细胞、AGS 细胞和 HEK293 细胞的增殖^[2]。
Streptonigrin (0.1-5 μM) 不影响可溶性鸟苷酸环化酶的基础活性，但会导致 SNP (IC₅₀ 为 4.16 μM) 和精胺 NONO 对酶活化的浓度依赖性抑制^[3]。
Streptonigrin (0-1 μM；10 min) 抑制 SENP1 活性，IC₅₀ 为0.518 μM (当 SUMO1 用作底物时)^[4]。
Streptonigrin (2 μM；16 h) 降低转染 HIF1α 表达质粒的 HCT116 细胞中的 HIF1α 蛋白水平^[4]。
Streptonigrin (1 nM-10 μM；4 h) 对 NIH 3T3 细胞中的核形态表现出浓度依赖性影响，促进异染色质形成^[5]。
Streptonigrin (2.5-500 μM； 60 min) 通过松弛 pBR322 DNA 来抑制纯化的小牛胸腺 DNA 拓扑异构酶 II 的催化活性^[6]。
Streptonigrin (72 h) 选择性抑制 LPS 诱导的 B 细胞增殖，IC₅₀ 值为 0.29 ng/mL^[8]。
Streptonigrin (10-100 nM) 增加 ACHN 和 CAKI-1 细胞中的 p53 和细胞凋亡^[9]。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay^[8]

Cell Line:	A20.2J, M12.4.5, YAC-I, P815, FDC.P2
Concentration:
Incubation Time:	48 h
Result:	Showed relatively low inhibitory effect on the proliferation of A20.2J cells, with an IC₅₀ value of 10.9 ng/mL. Showed relatively low inhibitory effect on the proliferation of M12.4.5 cells, with an IC₅₀ value of 28.8 ng/mL. Showed inhibitory effect on the proliferation of YAC-I cells, with an IC₅₀ value of 0.3 ng/mL. Showed a certain inhibitory effect on the proliferation of P815 cells, with an IC₅₀value of 0.78 ng/mL. Had a good inhibitory effect on the proliferation of FDC.P2 cells, with an IC₅₀value of 0.07 ng/mL.

体内研究
(In Vivo)

Streptonigrin (0.2 mg/kg；腹腔注射或 0.5 mg/kg；口服) 在感染 Rauscher 鼠白血病病毒的小鼠中表现出抗病毒活性，可减轻脾脏重量^[7]。
Streptonigrin (0.1-0.2 mg/kg；腹腔注射；第 0、2、4 和 6 天；直至第 7 天) 显着抑制 C57BL/6 小鼠中 T 细胞而非 B 细胞的增殖反应^[8]。
Streptonigrin (0.1 mg/kg；口服；每天一次；每周 5 天) 可增加人肾细胞癌异种移植 BALB/c 裸鼠肿瘤中 p53 的表达，并降低 Ki67 的表达^[9]。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Female BALB/c mice (5-week-old) infected with Rauscher murine leukemia virus^[7]
Dosage:	0.05 mg/kg, 0.2 mg/kg, 0.5 mg/kg
Administration:	i.p. or p.o.
Result:	Significantly reduced splenomegaly, with the maximum effect at 0.2 mg/kg i.p. or 0.5 mg/kg p.o.. Prolonged the survival time of infected mice.

分子量

506.46

同用名

Bruneomycin

Formula

C₂₅H₂₂N₄O₈

CAS 号

3930-19-6

性状

固体

颜色

Light brown to brown

中文名称

链黑菌素；链黑霉素

结构分类

初始来源

微生物

Streptomyces flocculus

运输条件

Room temperature in continental US; may vary elsewhere.

储存方式

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

纯度 & 产品资料

纯度: 99.20%

选择批次：

Data Sheet (564 KB) SDS (479 KB)

COA (288 KB) 元素分析报告 (211 KB)

产品使用指南 (1538 KB)

参考文献

[1]. Dreyton CJ, et al. Insights into the mechanism of Streptonigrin-induced protein arginine deiminase inactivation. Bioorg Med Chem. 2014 Feb 15;22(4):1362-9. [Content Brief]

[2]. Park S, et al. Streptonigrin inhibits β-Catenin/Tcf signaling and shows cytotoxicity in β-catenin-activated cells. Biochim Biophys Acta. 2011 Dec;1810(12):1340-5. [Content Brief]

[3]. Piatakova NV, et al. Soluble guanylate cyclase in the molecular mechanism underlying the therapeutic action of drugs]. Biomed Khim. 2012 Jan-Feb;58(1):32-42. Russian. [Content Brief]

[4]. Ambaye N, et al. Streptonigrin Inhibits SENP1 and Reduces the Protein Level of Hypoxia-Inducible Factor 1α (HIF1α) in Cells. Biochemistry. 2018 Mar 20;57(11):1807-1813. [Content Brief]

[5]. Loyola AC, et al. Streptonigrin at low concentration promotes heterochromatin formation. Sci Rep. 2020 Feb 26;10(1):3478. [Content Brief]

[6]. Yamashita Y, et al. Induction of mammalian DNA topoisomerase II dependent DNA cleavage by antitumor antibiotic streptonigrin. Cancer Res. 1990 Sep 15;50(18):5841-4. [Content Brief]

[7]. McBride TJ, et al. The activity of streptonigrin against the Rauscher murine leukemia virus in vivo. Cancer Res. 1966 Apr;26(4):727-32. [Content Brief]

[8]. Suzuki H, et al. Immunosuppressive activity of streptonigrin in vitro and in vivo. Biosci Biotechnol Biochem. 1996 May;60(5):789-93. [Content Brief]

[9]. Kang JH, et al. Inhibition of Transglutaminase 2 but Not of MDM2 Has a Significant Therapeutic Effect on Renal Cell Carcinoma. Cells. 2020 Jun 16;9(6):1475. [Content Brief]

[10]. Long GV, et al. Interaction of the antitumour antibiotic streptonigrin with DNA and oligonucleotides. Anticancer Drug Des. 1997 Sep;12(6):453-72. [Content Brief]

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Streptonigrin (Synonyms: Bruneomycin)

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MCE 顾客使用本产品发表的 1 篇科研文献

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Streptonigrin (Synonyms: Bruneomycin)

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