MYRIOCIN
- Product Name
- MYRIOCIN
- CAS No.
- 35891-70-4
- Chemical Name
- MYRIOCIN
- Synonyms
- ISP-1;ISP-I;C001996;MYRIOCIN;6e))-4s*;NSC 177379;THERMOZYMOCIDIN;Spi-1 inhibitor;Myriocin (ISP-1);Isp-1 suppressant
- CBNumber
- CB0207522
- Molecular Formula
- C21H39NO6
- Formula Weight
- 401.54
- MOL File
- 35891-70-4.mol
MYRIOCIN Property
- Melting point:
- 170-172℃
- Boiling point:
- 636.7±55.0 °C(Predicted)
- Density
- 1.123±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- methanol: 2 mg/mL
- form
- powder
- pka
- 1.79±0.50(Predicted)
- color
- off-white
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 4 months.
- InChIKey
- ZZIKIHCNFWXKDY-XFXZXTDPSA-N
- CAS DataBase Reference
- 35891-70-4
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M1177
- Product name
- Myriocin from Mycelia sterilia
- Purity
- ≥98% (HPLC), powder
- Packaging
- 5mg
- Price
- $84.7
- Updated
- 2024/03/01
- Product number
- 476300
- Product name
- Myriocin from Mycelia sterilia
- Purity
- A potent immunosuppressant.
- Packaging
- 5mg
- Price
- $166
- Updated
- 2024/03/01
- Product number
- 63150
- Product name
- Myriocin
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $28
- Updated
- 2024/03/01
- Product number
- 63150
- Product name
- Myriocin
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $68
- Updated
- 2024/03/01
- Product number
- M1177
- Product name
- Myriocin from Mycelia sterilia
- Purity
- ≥98% (HPLC), powder
- Packaging
- 25mg
- Price
- $295
- Updated
- 2024/03/01
MYRIOCIN Chemical Properties,Usage,Production
Description
Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10-
Chemical Properties
White powder
Uses
Myriocin is a atypical amino acid and an antibiotic with potent immunosuppressant activity. Studies suggest that the immunosuppressant activity in the cytotoxic T-cell line CTTL-2 is due to apoptosis induction. Myriocin very potent inhibitor of serine palmitoyltransferase and thus blocks the synthesis ceramide, a precursor in sphingomyelin and glycosphingolipid biosynthesis. As a result Myriocin i s a useful biochemical research tool for depleting cells of sphingolipids.
Uses
Myriocin is an α-amino fatty acid derived from several genera of fungi, notably Myriococcum, Melanconis and Isaria. Myriocin potently inhibits sphingosine biosynthesis by blocking the first enzyme in the pathway, serine palmitoyltransferase. Myriocin induces apoptosis by depleting cellular sphingolipids, inhibits proliferation of IL-2-dependent mouse cytotoxic cells and is a potent immunosuppressant.
Uses
Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A. Myriocin is a potent inhibitor of serine palmitoyltransferase (Ki = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. It disrupts substratum adhesion of melanoma cells. It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC50 = 15 nM) via apoptosis. Myriocin suppresses replication of the hepatitis C virus in a murine model.[Cayman Chemical]
Definition
ChEBI: An amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity.
General Description
A potent immunosuppressant. Displays 10- to 100-fold more potent immunosuppressant activity than cyclosporin A. Potently inhibits serine palmitoyltransferase (SPT; Ki = 280 pM) thereby blocking the synthesis of ceramide. Disrupts substratum adhesion of melanoma cells. Inhibits cell proliferation and induces apoptosis in IL-2 dependent murine cytotoxic T lymphocyte cell line CTLL-2.
Biochem/physiol Actions
Product does not compete with ATP.
References
1) Fujita et al.(1994) Fungal metabolites. Part 11. A potent immunosuppressive activity found in Isaria sinclairii metabolite; J. Antibiot. 47 208 2) Miyake et al. (1995) Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant ISP-1/myriocin; Biochem. Biophys. Res. Commun. 211 396 3) Lee et al. (2012) Myriocin, a serine palmitoyltransferase inhibitor, suppresses tumor growth in a murine melanoma model by inhibiting de novo sphingolipid synthesis; Cancer Biol Ther. 13 92