2,2'-Anhydrouridine

Category	Reverse Transcriptases (RTs)
CAS	3736-77-4
Description	2,2'-Anhydrouridine is a modified nucleoside that lacks a hydroxyl group at the 2' position of the ribose ring. It is commonly found in transfer RNA (tRNA) and plays a role in stabilizing the tRNA structure. This modification is important for proper tRNA function as it helps maintain the overall stability and folding of the molecule. 2,2'-Anhydrouridine is also known to be involved in the recognition and binding of tRNA to the ribosome during protein synthesis.

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Synonyms	2,2'-Anhydro-b-D-arabinofuranosyl uracil; O-2,2'-Cyclouridine; 2,2'-Anhydro-D-uridine; 2,2'-Anhydro Uridine; (2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-2-(hydroxymethyl)-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-on; 6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, [2R-(2α,3β,3aβ,9aβ)]-; 2,2'-Anhydro(1-β-D-arabinofuranosyl)uracil; 2,2'-Anhydro-N1-(β-D-arabinofuranosyl)uracil; 2,2'-Anhydrouridine; 2,2'-O-Cyclouridine; NSC 157148; O2,2'-Anhydrouridine; O2,2'-Cyclouridine; β-D-2',2-O-Cycloarabinouridine
IUPAC Name	(2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
Molecular Weight	226.19
Molecular Formula	C9H10N2O5
Canonical SMILES	C1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O
InChI	InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
InChIKey	UUGITDASWNOAGG-CCXZUQQUSA-N
Boiling Point	456.3±55.0 °C at 760 mmHg
Melting Point	234-235 °C
Flash Point	229.8±31.5 °C
Purity	≥95%
Density	2.01±0.1 g/cm3
Solubility	Soluble in DMSO
Appearance	White to off-white (Solid)
Storage	Store at RT
Complexity	393
Exact Mass	226.05897142
Index Of Refraction	1.816
PSA	93.81000
Target	Reverse Transcriptase
Vapor Pressure	0.0±2.5 mmHg at 25°C
XLogP3-AA	-2.5