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CREBtide

CAT: 0931-TP1876-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0931-TP1876-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
149155-45-3
Target
PKC, PKA
Related Pathways
Tyrosine Kinase/Adaptors, Chromatin/Epigenetic, Cytoskeletal Signaling
Bioactivity
CREBtide is a synthetic substrate for PKA (Km=3.9 μM), which is based on the phosphorylation sequence in d-CREB (cAMP response element binding protein) .
Smiles
C([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CCCCN)N)=O)CCCNC(=N)N)=O)CCCNC(=N)N)=O)CCC(O)=O)=O)[C@H](CC)C)=O)CC(C)C)=O)CO)=O)CCCNC(=N)N)=O)CCCNC(=N)N)(=O)N1[C@H](C(N[C@H](C(N[C@@H](CC2=CC=C(O)C=C2)C(N[C@@H](CCCNC(=N)N)C(O)=O)=O)=O)CO)=O)CCC1
Molecular Formula
C73H129N29O19
Molecular Weight
1716.99
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Crebtide

amino acid sequence given in first source; a synthetic peptide based on phosphorylation sequence in delta-CREB; a substrate of cAMP-dependent protein kinase

CAS Number149155-45-3
PubChem CID25092394
IUPAC Name(4S)-5-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-1-[[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-oxopentanoic acid
Molecular FormulaC73H129N29O19
Molecular Weight1717.0
XLogP-13
Topological Polar Surface Area850
Hydrogen Bond Donor Count28
Hydrogen Bond Acceptor Count26
Rotatable Bond Count59
Heavy Atom Count121
Formal Charge0
Complexity3510
SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCCCN)N
InChI
InChI=1S/C73H129N29O19/c1-5-39(4)55(101-60(112)46(25-26-54(106)107)94-58(110)44(16-9-29-87-70(78)79)92-57(109)43(15-8-28-86-69(76)77)91-56(108)42(75)14-6-7-27-74)66(118)98-49(34-38(2)3)61(113)99-51(36-103)63(115)93-45(17-10-30-88-71(80)81)59(111)95-47(18-11-31-89-72(82)83)67(119)102-33-13-20-53(102)65(117)100-52(37-104)64(116)97-50(35-40-21-23-41(105)24-22-40)62(114)96-48(68(120)121)19-12-32-90-73(84)85/h21-24,38-39,42-53,55,103-105H,5-20,25-37,74-75H2,1-4H3,(H,91,108)(H,92,109)(H,93,115)(H,94,110)(H,95,111)(H,96,114)(H,97,116)(H,98,118)(H,99,113)(H,100,117)(H,101,112)(H,106,107)(H,120,121)(H4,76,77,86)(H4,78,79,87)(H4,80,81,88)(H4,82,83,89)(H4,84,85,90)/t39-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-/m0/s1
InChIKey
QKXYCULATRFTIQ-KPXMCYQPSA-N
Chemical Structure
2D Structure
2D structure of Crebtide
CAS: 149155-45-3
CID: 25092394
Formula: C73H129N29O19
MW: 1717.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1717.0
XLogP3-13
Hydrogen Bond Donor Count28
Hydrogen Bond Acceptor Count26
Rotatable Bond Count59
Exact Mass1716.00195300
Monoisotopic Mass1716.00195300
Topological Polar Surface Area850 Ų
Heavy Atom Count121
Formal Charge0
Complexity3510
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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