ChemicalBook > CAS DataBase List > PRODIGIOSIN

PRODIGIOSIN

Product Name
PRODIGIOSIN
CAS No.
82-89-3
Chemical Name
PRODIGIOSIN
Synonyms
Nsc47147;Aids010622;Aids-010622;PRODIGIOSIN;Prodigiosine;2-Methyl-3-amyl-6-methoxyprodigiosene;4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl], 2,2'bipyrrole;4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrol];4-Methoxy-5-(4-pentyl-5-methyl-2H-pyrrole-2-ylidenemethyl)-2,2'-bi[1H-pyrrole];4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrole]
CBNumber
CB5156304
Molecular Formula
C20H25N3O
Formula Weight
323.43
MOL File
82-89-3.mol
More
Less

PRODIGIOSIN Property

Melting point:
151-152°
Boiling point:
554.3±50.0 °C(Predicted)
Density 
1.12±0.1 g/cm3(Predicted)
storage temp. 
-20C
solubility 
Acetonitrile: Soluble; Ethanol: Soluble; Methanol: Soluble
form 
Dark red solid
pka
17.09±0.50(Predicted)
color 
Dark red
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
529685
Product name
Prodigiosin Serratia marcescens - CAS 82-89-3 - Calbiochem
Purity
Acell-permeabletripyrrolealkaloidcompoundthatdisplaysimmunosuppressivean
Packaging
200μg
Price
$187
Updated
2024/03/01
Cayman Chemical
Product number
19464
Product name
Prodigiosin
Purity
≥95%
Packaging
250μg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
19464
Product name
Prodigiosin
Purity
≥95%
Packaging
500μg
Price
$152
Updated
2024/03/01
Cayman Chemical
Product number
19464
Product name
Prodigiosin
Purity
≥95%
Packaging
1mg
Price
$254
Updated
2024/03/01
Usbiological
Product number
045166
Product name
Prodigiosin
Packaging
250ug
Price
$307
Updated
2021/12/16
More
Less

PRODIGIOSIN Chemical Properties,Usage,Production

Uses

Prodigiosin is an intensely red, pyrrole pigment produced by several bacteria, most notably Serratia marcescens. Prodigiosin has a broad biological profile with activity against fungi, tumour cell lines and malaria. It was shown to be an immunosuppressant in 2007. Prodigiosin acts via caspase inhibition to induce of apoptosis in human primary cancer cells. Prodigiosin also acts as an inducer of p21WAF1/CIP1 expression via transforming growth factor-β receptor pathway, and activates NAG-1 via glycogen synthase kinase-3β.

Uses

Prodigiosin is an intensely red pyrrole pigment produced by several bacteria, most notably Serratia marcescens. Prodigiosin has a broad biological profile with activity against fungi, tumor cell lines and malaria. It was shown to be an immunosuppressant in 2007. Prodigiosin acts via caspase inhibition to induce of apoptosis in human primary cancer cells. Prodigiosin also acts as an inducer of p21WAF1/CIP1 expression via transforming growth factor-β receptor pathway, and activates NAG-1 via glycogen synthase kinase-3β.

Uses

Prodigiosin is a naturally occurring pigment which occurs as a product of Serratia marcescens. Pink colored pigment.

Definition

ChEBI: A member of the class of tripyrroles that is a red-coloured pigment with antibiotic properties produced by Serratia marcescens.

General Description

A cell-permeable tripyrrole alkaloid compound that displays immunosuppressive and anti-tumor properties irrespective of p53 status and multidrug resistance. Shown to selectively upregulate p21WAF/CIP1 and NAG-1 (nonsteroidal anti-inflammatory drug-activated gene 1) and downregulate survivin expression levels, induce mitochondria-mediated apoptosis and cell cycle arrest in tumor cells. Prevents FADD phosphorylation (IC50 = 2.0 μM in A549-FKR cells) through inhibition of FADD-kinase CK1α (IC50 ~ 6.0 μM in SW620-BGCR cells) and augments cisplatin (Cat. No. 232120)-induced apoptosis. Blocks NF-κB activation by decreasing pIκBα (by 63% at 3 μM) and IκBα levels in A549 cells, and shrinks tumor growth in A549-FKR tumor xenograft mouse model (3 mg/kg, i.p., o.d.).

Enzyme inhibitor

This red bacterial pigment (FWfree-base = 323.44 g/mol; melting point = 151- 152°C) is an antibiotic produced by Serratia marcescens (formerly Chromobacterium prodigiosum). Prodigiosin is the parent member of a class of pyrrole-containing natural products that exhibit immunosuppressive, cytotoxic, and apoptotic activity and can facilitate copper-promoted oxidative double-strand DNA cleavage through reductive activation of Cu2+. They also uncouple lysosomal vacuolar-type ATPases by promoting H+/Cl– symport activity. The solid pigment is dark red and displays a green reflex. Acidic aqueous solutions are also red, but neutral or alkaline solutions are orange-yellow. Target(s): DNA topoisomerase I; DNA topoisomerase II; FoF1 ATPase, or H+-transporting two-sector ATPase, as an uncoupler; H+/K+-ATPase, as an uncoupler; proton translocation, as an uncoupler; and Serratia marcescens nuclease.

storage

+4°C

PRODIGIOSIN Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

PRODIGIOSIN Suppliers

Nantong Hi-Future Biotechnology Co., Ltd
Tel
18051384581
Email
sales@chemhifuture.com
Country
China
ProdList
3063
Advantage
58
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7815
Advantage
57
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
18521735133 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25014
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17994
Advantage
56
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27322
Advantage
60
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12308
Advantage
58
Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
4587
Advantage
58
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-85370565-229 18080489829
Email
3004654993@qq.com
Country
China
ProdList
9174
Advantage
60
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6870
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 13028896684
Email
sales@rrkchem.com
Country
China
ProdList
55896
Advantage
58
Fan De(Beijing) Biotechnology Co., Ltd.
Tel
15911056312
Email
liming@bio-fount.com
Country
China
ProdList
9730
Advantage
58
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9414
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11289
Advantage
58
Guangzhou Younan Technology Co., Ltd
Tel
020-020-82000279 18988968278
Fax
QQ:3283937693
Email
sales@ubiochem.com
Country
China
ProdList
2414
Advantage
58
Meng Cheng Technology (Shanghai) Co., LTD
Tel
400-820-6829
Email
sales@mitachieve.com
Country
China
ProdList
8864
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
Email
jiangnan@huidabiotech.com
Country
China
ProdList
3661
Advantage
58
Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
Country
China
ProdList
44941
Advantage
58
cjbscvictory
Tel
13348960310 13348960310
Email
3003867561@qq.com
Country
China
ProdList
9946
Advantage
58
Aleshan (Guangzhou) Biotechnology Co., Ltd
Tel
18636736628
Email
Araratbio@163.com
Country
China
ProdList
3342
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
29778
Advantage
58
Nantong Feiyu Biological Technology CO.,LTD
Tel
0513-68819626; 13813788405
Fax
0513-68669626
Email
feiyubio2@163.com
Country
China
ProdList
4821
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-0571-89903882 15990081639
Email
sunshixuan@huidabiotech.com
Country
China
ProdList
3705
Advantage
58
Chengdu Push Bio-Technology Co., Ltd.
Tel
18080489829
Email
3004654993@qq.com
Country
China
ProdList
9209
Advantage
58
Aikon International Limited
Tel
18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
10718
Advantage
58
Naturewill Biotechnology Co., Ltd.
Tel
18113192475 18113192475
Email
3157321941@qq.com
Country
China
ProdList
5000
Advantage
58
Shanghai Tachizaki Biomedical Research Center
Tel
18014399201
Email
sales@chemlab-tachizaki.com
Country
China
ProdList
2490
Advantage
58
Shaanxi Xihua Chemical Industry Co., Ltd
Tel
17691182729 15529505138
Email
1021@dideu.com
Country
China
ProdList
9997
Advantage
58
Shandong Mopai Biotechnology Co., Ltd
Tel
13053322091 13053322091
Email
admin@mopaikeji.com
Country
China
ProdList
10974
Advantage
58
Shanghai?Medlife?Pharm-Tech?Co.,?Ltd
Tel
021-59167510 18117107507
Email
vip@med-life.cn
Country
China
ProdList
5019
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 15850508050
Fax
025-85563444
Email
cindy.huang@synzest.com
Country
China
ProdList
12007
Advantage
58
Wuhan Huangzhen Biochemical Co., Ltd
Tel
13795480948 13795480948
Email
3450865996@qq.com
Country
China
ProdList
4958
Advantage
58
TargetMol Chemicals Inc.
Tel
15002134094
Email
marketing@targetmol.com
Country
China
ProdList
24246
Advantage
58
Henan Tianfu Chemical Co.,Ltd.
Tel
+86-0371-55170693 +86-19937530512
Fax
0371-55170693
Email
info@tianfuchem.com
Country
China
ProdList
21689
Advantage
55
Shanghai Zheyan Biotech Co., Ltd.
Tel
18017610038
Email
zheyansh@163.com
Country
CHINA
ProdList
3620
Advantage
58
Shanghai Acmec Biochemical Technology Co., Ltd.
Tel
+undefined18621343501
Email
product@acmec-e.com
Country
China
ProdList
33350
Advantage
58
Zibo Hangyu Biotechnology Development Co., Ltd
Tel
+86-0533-2185556 +8617865335152
Email
Mandy@hangyubiotech.com
Country
China
ProdList
11013
Advantage
58
Nantong HI-FUTURE Biology Co., Ltd.
Tel
+undefined18051384581
Email
sales@chemhifuture.com
Country
China
ProdList
3136
Advantage
58
Shanghai Weiwei Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
sales@wheybio.com
Country
CHINA
ProdList
4398
Advantage
58
Guangzhou Weijia Technology Co., Ltd.
Tel
--
Fax
--
Email
WHIGA22@126.COM
Country
CHINA
ProdList
6748
Advantage
58
Guangzhou Shuoheng Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
2880611842@qq.com
Country
CHINA
ProdList
61
Advantage
58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
info@zzsrm.com
Country
CHINA
ProdList
6846
Advantage
58

82-89-3, PRODIGIOSINRelated Search:


  • PRODIGIOSIN
  • (Z)-4-Methoxy-5-((5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl)-1H,1'H-2,2'-bipyrrole
  • 3-Methoxy-2-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl-5-(1H-pyrrol-2-yl)-1H-pyrrole
  • 4-Methoxy-5-(4-pentyl-5-methyl-2H-pyrrole-2-ylidenemethyl)-2,2'-bi[1H-pyrrole]
  • 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrol]
  • 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrole]
  • Prodigiosine
  • 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl], 2,2'bipyrrole
  • Aids010622
  • Aids-010622
  • Nsc47147
  • 2,2'-Bi-1H-pyrrole,4-Methoxy-5-[(5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl]-prodigiosinⅡ≤
  • 2,2'-Bi-1H-pyrrole,4-Methoxy-5-[(5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl]-
  • 2-Methyl-3-amyl-6-methoxyprodigiosene
  • (E)-4-methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)-1H,1'H-2,2'-bipyrrole
  • 82-89-3