A cyclic peptide with proteasome inhibitory activity
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Phepropeptin A

Item No. 10008108

Product Insert (PDF)
Technical Information
Formal Name
(3S,6R,9S,12S,15R,20aS)-15-benzyl-3,6,12-triisobutyl-9-isopropyltetradecahydropyrrolo[1,2-a][1,4,7,10,13,16]hexaazacyclooctadecine-1,4,7,10,13,16-hexaone
CAS Number
396729-23-0
Synonyms
  • Cyclic(Leu-D-Leu-Val-Leu-D-Phe-Pro)
Molecular Formula
C37H58N6O6
Formula Weight
682.9
Purity
≥98%
Formulation
A solid
Peptide Sequence
c[LlVLfP]
SMILES
CC(C)C[C@@H](NC([C@@H](NC([C@@]1(CCCN1C2=O)[H])=O)CC(C)C)=O)C(N[C@@H](C(C)C)C(N[C@@H](CC(C)C)C(N[C@@H]2CC3=CC=CC=C3)=O)=O)=O
InChi Code
InChI=1S/C37H58N6O6/c1-21(2)17-26-32(44)38-28(19-23(5)6)34(46)42-31(24(7)8)36(48)40-27(18-22(3)4)33(45)41-29(20-25-13-10-9-11-14-25)37(49)43-16-12-15-30(43)35(47)39-26/h9-11,13-14,21-24,26-31H,12,15-20H2,1-8H3,(H,38,44)(H,39,47)(H,40,48)(H,41,45)(H,42,46)/t26-,27-,28+,29+,30-,31-/m0/s1
InChi Key
QVOWLQGIVUTHGK-ZAFXZDQFSA-N
Origin
Bacterium/Streptomyces sp. MK600-cF7
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $692

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    Product Description

    Phepropeptin A is a cyclic peptide originally isolated from Streptomyces that has proteasome inhibitory activity.1 It inhibits isolated mouse liver proteasomes (IC50 = 21 µg/ml).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sekizawa, R., Momose, I., Kinoshita, N., et al. Isolation and structural determination of phepropeptins A, B, C, and D, new proteasome inhibitors, produced by Streptomyces sp. J. Antibiot. (Tokyo) 54(11), 874-881 (2001).